Methyl D-(-)-4-hydroxy-phenylglycinate, CAS No. 37763-23-8

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37763-23-8

Catalog No. EBD46686

CAS 37763-23-8

Name Methyl D-(-)-4-hydroxy-phenylglycinate

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Basic Information

Synonyms: D-(-)-alpha-p-Hydroxy-phenylglycinemethylester MethylD-(-)-4-hydroxy-phenylglycinate D-4-Hydroxyphenylglycinemethylester methylN-(4-hydroxyphenyl)glycinate methylamino(4-hydroxyphenyl)acetate 4-[2-(aminooxy)-1-methyl-2-oxoethyl]phenol MethylD-4-hydroxy-phenylglycinate

Molecular Formula: C9H11NO3

Molecular Weight: 181.19

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(2S)-2-Amino-2-(4-hydroxyphenyl)acetic acid methyl ester, commonly known as D-(-)-4-Hydroxyphenylglycine methyl ester, is a chiral amino acid derivative. It is a white to off-white crystalline powder and serves as a key chiral building block in organic synthesis, particularly for the production of β-lactam antibiotics. Its primary and most significant application is as a crucial chiral intermediate in the synthesis of semi-synthetic penicillins and cephalosporins, most notably amoxicillin. The compound provides the essential D-(-)-4-hydroxyphenylglycine side chain, which is vital for the antibacterial activity of these important antibiotics. The methyl ester form is often used to facilitate coupling reactions during the synthetic process. This intermediate is produced on an industrial scale to meet the global demand for broad-spectrum antibiotics. Handling requires standard laboratory precautions for amino acid derivatives.

Physical Properties

Boiling Point: 335.7 °C at 760 mmHg

Flash Point: 156.9 °C

Density: 1.248 g/cm3