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Alright, so (R)-Methyl 2-Amino-2-(4-Hydroxyphenyl)Acetate is a chiral amino acid ester, and its molecular design is pretty recognizable. You've got an R-configured stereocenter, a methyl ester, and a para-hydroxyphenyl group all in one structure. Those pieces shape how the compound behaves in terms of polarity, reactivity, and analytical work. In practice, it's usually talked about as a research chemical or a synthetic intermediate—not as a finished medicine. And that distinction really matters.

Now, the IQVIA Institute's Global Use of Medicines 2024 report estimates that global medicine spending could hit around $2.3 trillion by 2028. That kind of outlook does support ongoing interest in well-characterized intermediates. But—and this is important—market growth doesn't prove there's demand for every specific compound. So if you're evaluating (R)-Methyl 2-Amino-2-(4-Hydroxyphenyl)Acetate, you'd want to look at identity, stereochemical purity, residual solvents, and stability as separate questions. In the lab, that might mean NMR, high-resolution mass spectrometry, IR, and chiral HPLC.

As for quality, the usual pharmaceutical development principles should guide expectations. ICH Q6A stresses identity, purity, and impurity control for drug substances and products. FDA guidance also treats stereochemical differences as potentially significant during development. So the R-configuration should be measured, not just assumed because a supplier label says so. Small details matter. A clean chromatogram is nice, sure, but it's not full proof unless you've got suitable reference standards and validated methods. And handling should follow the supplier's safety data sheet, your lab's risk assessment, and whatever institutional procedures apply. This introduction takes a cautious, evidence-led look at the compound's structure, analytical profile, research relevance, and quality considerations.

What Is (R)-Methyl 2-Amino-2-(4-Hydroxyphenyl)Acetate?
Table of Contents [Hide]
1 Chemical Identity and Naming
2 Molecular Structure and Stereochemical Configuration
3 Physical and Chemical Properties
4 Preparation and Synthetic Routes
5 Biological and Pharmaceutical Relevance
6 Handling, Storage, and Safety Considerations
7 2-Hydroxyethylurea: Benefits, Applications, and Formulation Insights

Chemical Identity and Naming

What Is (R)-Methyl 2-Amino-2-(4-Hydroxyphenyl)Acetate?

Chemical Identity and Naming

(R)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate is a stereochemically defined amino acid ester. Its structure contains an amino group, a methyl ester, and a para-hydroxyphenyl ring. The “R” descriptor identifies the three-dimensional arrangement around its chiral carbon. It describes configuration, not chemical purity.

The name “methyl (2R)-2-amino-2-(4-hydroxyphenyl)acetate” is an equivalent systematic form. Some technical documents may use “methyl D-tyrosinate,” although this synonym should be verified against the stated stereochemistry. The distinction matters. A naming error can connect the wrong isomer to an analytical record.

According to PubChem compound data, the molecular formula is C10H13NO3, with a reported molecular weight of 195.22 g/mol. IUPAC nomenclature principles support placing the stereochemical descriptor beside the numbered carbon position. That format improves traceability across certificates, laboratory notebooks, and regulatory files.

Identity still requires practical confirmation. Analytical teams commonly compare mass spectrometry, nuclear magnetic resonance, and chiral chromatography results. A standard data sheet may report the parent compound, while another record describes a salt, hydrate, or solvent-containing form. These are not interchangeable. The uncertainty is easy to overlook.

A careful specification should state the exact name, molecular formula, stereochemical form, assay method, and storage conditions. PubChem is useful for cross-checking identifiers, but it does not replace an original certificate or validated laboratory result. Naming is precise, yet records remain imperfect.

Molecular Structure and Stereochemical Configuration

(R)-Methyl 2-Amino-2-(4-Hydroxyphenyl)Acetate has a compact but stereochemically important structure. PubChem reports the molecular formula as C10H13NO3 and the molecular weight as approximately 195.22 g/mol. Its central carbon is bonded to an amino group, a methyl ester, a para-hydroxyphenyl ring, and hydrogen. This carbon is the sole stereogenic center.

The R descriptor defines the three-dimensional arrangement around that carbon. It is not merely a naming detail. A mirror-image S form can show different interactions with enzymes, receptors, or chiral analytical columns. The aromatic ring places the hydroxyl group opposite the side-chain attachment, creating a para-substituted pattern. ChEBI and IUPAC-style structure records support this connectivity and stereochemical assignment, while InChI notation helps preserve the configuration in digital databases.

Small details matter here. The ester group can influence polarity and hydrolysis behavior. The phenolic hydroxyl may participate in hydrogen bonding. The amino group can change its protonation state with acidity. These features affect solubility and chromatographic retention, yet database predictions are not experimental proof. I would verify the R configuration using chiral HPLC and optical rotation. Spectral evidence alone may be incomplete. This is where a careful analyst should pause.

What Is (R)-Methyl 2-Amino-2-(4-Hydroxyphenyl)acetate?

Molecular Structure and Stereochemical Configuration

(R)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate is the R-enantiomer of tyrosine methyl ester. Its molecular formula is C10H13NO3, corresponding to a molar mass of approximately 195.22 g/mol. The molecule contains one stereogenic carbon atom, an amino group, a para-hydroxyphenyl ring, and a methyl ester group. The chart shows the number of atoms of each element in one molecular formula unit.

Physical and Chemical Properties

(R)-Methyl 2-Amino-2-(4-Hydroxyphenyl)Acetate: Physical and Chemical Properties

(R)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate is a chiral amino acid ester related to tyrosine. Its molecular formula is C10H13NO3, with a calculated molecular weight of about 195.22 g/mol. The R configuration describes the spatial arrangement around its asymmetric carbon atom. This detail matters during identity testing.

The compound commonly appears as a white to off-white crystalline solid. Its amino group, phenolic hydroxyl group, and ester group create noticeable polarity. Solubility can change with solvent, temperature, and pH. It is generally more responsive to acidic conditions, where the amino group can form a salt. Water solubility should not be assumed without experimental data.

Chemically, the methyl ester may undergo hydrolysis, especially with moisture, heat, or strongly acidic or basic conditions. The phenolic group can also participate in hydrogen bonding and may show sensitivity to oxidation during prolonged exposure to air or light. Melting behavior, optical rotation, and purity require controlled measurements. HPLC, NMR, and mass spectrometry offer stronger evidence than appearance alone. A practical caution remains: published values may differ because sample form and test methods vary. Store it in a tightly closed container under documented conditions. Small handling differences can affect the result.

Preparation and Synthetic Routes

(R)-Methyl 2-Amino-2-(4-Hydroxyphenyl)Acetate is a chiral tyrosine-derived methyl ester. Its structure contains an amino group, a methyl ester, and a para-hydroxyphenyl ring. The R configuration matters because the two enantiomers can behave differently in biological and synthetic systems. Preparation usually begins with a suitably enriched R-amino acid or a protected chiral precursor. Direct esterification with methanol under acidic conditions can convert the carboxylic acid into the methyl ester. Temperature control is important. Excess heat may encourage decomposition or unwanted side reactions.

Another route uses amino and phenol protecting groups before ester formation. A carbamate can temporarily shield the amino group, while phenol protection may improve reaction control. After purification, these groups are removed under conditions chosen to preserve stereochemical integrity. Asymmetric catalytic methods and enzymatic resolution can also provide R-enriched material, although their efficiency depends strongly on the substrate and scale. In practical laboratory work, stereochemical assumptions should not replace measurement. Chiral HPLC, NMR, mass spectrometry, and optical rotation together provide stronger evidence. One test alone may mislead.

Tips: Keep the material dry.
Use gentle heating.
Monitor conversion by chromatography.
Confirm the R form independently.
Protect the phenol when purification becomes difficult.
Small changes in solvent can alter crystallization, so record them carefully.
Mistakes happen. Recheck every assignment.

Biological and Pharmaceutical Relevance

What Is (R)-Methyl 2-Amino-2-(4-Hydroxyphenyl)Acetate?

(R)-Methyl 2-amino-2-(4-hydroxyphenyl)acetate is a chiral methyl ester related to the amino acid tyrosine. Its structure contains an amino group, a phenolic hydroxyl group, and a methyl ester. These features make it useful for studying molecular recognition, stereochemistry, and controlled chemical transformation.

Its biological relevance comes from the tyrosine-like framework. Tyrosine participates in protein formation and cellular signaling. However, this ester is not identical to free tyrosine. The methyl ester changes polarity, reactivity, and how the molecule may interact with enzymes or transport systems. In laboratory research, controlled hydrolysis can regenerate the corresponding carboxylic acid. The R configuration also matters, because biological targets often distinguish between mirror-image structures. Small spatial changes can produce different binding behavior.

Pharmaceutical research may use this compound as a synthetic intermediate or reference material. It can help investigators build peptide-like molecules and examine structure–activity relationships. Still, direct therapeutic claims would be premature. Experimental purity, stereochemical composition, and test conditions strongly affect interpretation. My practical view is cautious: a promising scaffold is not automatically a medicine.

Tips: Confirm the certificate of analysis, optical purity, and storage conditions before use. Record solvent, temperature, and reaction time carefully. Avoid assuming that data from tyrosine applies directly. That shortcut can mislead.

Handling, Storage, and Safety Considerations

(R)-Methyl 2-Amino-2-(4-Hydroxyphenyl)Acetate is a chiral amino-acid ester with both amino and phenolic groups. Its handling requires care because physical appearance alone cannot confirm identity, purity, or stereochemical composition. Use the supplier’s current safety data sheet and certificate of analysis before opening the container. Professional laboratory experience also suggests recording lot details, opening dates, and any visible changes.

Handle the material in a well-ventilated laboratory, preferably inside a functioning fume hood. Wear suitable gloves, protective eyewear, and a closed lab coat. Avoid creating dust. Do not taste, inhale, or allow contact with skin and eyes. Keep tools clean and dry, since moisture or contamination may affect the compound’s quality. Store it tightly closed in a cool, dry place, protected from direct light and incompatible chemicals. Do not transfer it into unlabelled vessels.

Tips

Use a clean spatula for each withdrawal. Check the container before use. If the powder appears clumped, discolored, or unusually wet, pause and investigate rather than assuming degradation. That judgment can be imperfect. When weighing, keep the balance area tidy and prevent airborne residue. Dispose of unused material, contaminated gloves, and absorbent pads through approved chemical-waste procedures. Never pour residues into drains. In case of exposure, follow the laboratory emergency plan and seek medical advice with the product documentation available.

2-Hydroxyethylurea: Benefits, Applications, and Formulation Insights

2-Hydroxyethylurea is a multifunctional cosmetic ingredient valued for its moisturizing and skin-conditioning properties. Also known as hydroxyethyl urea, it has the chemical formula C₃H₈N₂O₂, a molecular weight of 104.11, and CAS No. 2078-71-9. Its small molecular structure supports good water affinity, allowing it to help attract and retain moisture on the skin surface. Compared with some traditional humectants, it can provide a smooth, comfortable after-feel while helping reduce the perception of dryness and roughness.

In personal-care formulations, 2-Hydroxyethylurea may be incorporated into facial moisturizers, body lotions, hand creams, cleansing products, masks, and hair-care preparations. It is especially suitable for products designed to improve softness, suppleness, and hydration. The ingredient can be added to water-based systems and is generally considered compatible with a wide range of commonly used cosmetic materials. Formulators should evaluate its performance according to the product’s pH, preservation system, viscosity requirements, and packaging conditions.

For practical formulation development, gradual addition under moderate agitation can help achieve even distribution and minimize processing issues. Compatibility and stability testing should be conducted in the complete formula, including assessments of appearance, odor, viscosity, pH, and microbial protection throughout the intended storage period. The material is identified by HS Code 2924199090 and may be selected when a formulation requires a versatile moisturizing component with a clean sensory profile.

2-Hydroxyethylurea

FAQS

What is this compound structurally?

It is a chiral tyrosine-derived methyl ester. Its structure includes an amino group, methyl ester, and para-hydroxyphenyl ring.

Why does the R configuration matter?

The R and S forms may behave differently in biological and synthetic systems. Configuration should be measured, not assumed.

How can the methyl ester be prepared?

A suitably enriched R-amino acid may undergo esterification with methanol under acidic conditions. Gentle temperature control helps limit decomposition.

Are protecting groups useful during preparation?

Yes. A carbamate can shield the amino group, while phenol protection may improve reaction control and purification.

How can stereochemical identity be confirmed?

Use chiral HPLC, NMR, mass spectrometry, and optical rotation together. One test alone may mislead.

What handling precautions are appropriate?

Work in a well-ventilated laboratory, preferably inside a functioning fume hood. Wear gloves, protective eyewear, and a closed lab coat.

How should the material be stored?

Keep it tightly closed in a cool, dry place. Protect it from direct light, moisture, and incompatible chemicals.

What should be checked before use?

Review the current safety data sheet and certificate of analysis. Record the lot, opening date, and visible changes.

What if the powder looks clumped or unusually wet?

Pause and investigate. Do not assume degradation or accept the material automatically.

How should leftover material be discarded?

Use approved chemical-waste procedures for residues, gloves, and absorbent pads. Never pour the material into drains.

Conclusion

(R)-Methyl 2-Amino-2-(4-Hydroxyphenyl)Acetate is the R-configured methyl ester of a tyrosine-related amino acid, containing an amino group, a para-hydroxyphenyl ring, and a methyl ester functional group. Its stereochemical configuration gives the molecule a defined three-dimensional arrangement that can influence reactivity, solubility, and interactions with biological systems. The compound is expected to exhibit properties associated with both aromatic phenols and amino acid esters, including hydrogen-bonding capacity and sensitivity to strongly acidic or basic conditions.

Preparation may involve stereochemically controlled amino acid synthesis or esterification of a suitable tyrosine derivative, followed by purification and structural confirmation using spectroscopic and chromatographic methods. Because of its functional groups and chiral structure, it may serve as a useful intermediate in biochemical, pharmaceutical, and medicinal chemistry research. Handling should follow standard laboratory practices: avoid unnecessary contact or inhalation, use appropriate protective equipment, and store it in a tightly closed container under suitable dry, temperature-controlled conditions. Its stability and hazard profile should be verified through relevant safety documentation before use.

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Charlotte
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Charlotte

Charlotte

Charlotte is a dedicated marketing professional at Shijiazhuang Pengnuo Technology Co., Ltd., a company known for its expertise in the research, development, production, and sales of pharmaceutical intermediates and fine chemical products since its establishment in 2020. With a strong academic......
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