| Identification | Back Directory | [Name]
(R)-2-(methoxycarbonylamino)-2-phenylacetic acid | [CAS]
50890-96-5 | [Synonyms]
Moc-D-Phg
Moc-D-Phg-OH
(R)-2-(methoxycarbonylamino)-2-phenyl
(R)-2-(methoxycarbonylamino)-2-phenylaceticaci
(R)-2-(methoxycarbonylamino)-2-phenylacetic acid
(R)-2-(Methoxycarbonylamino)-2-phenylethanoic acid
(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetic acid
Benzeneacetic acid, a-[(methoxycarbonyl)amino]-, (aR)-
Benzeneacetic acid, α-[(methoxycarbonyl)amino]-, (αR)-
(alphaR)-alpha-[(Methoxycarbonyl)amino]benzeneacetic acid | [Molecular Formula]
C10H11NO4 | [MDL Number]
MFCD12796004 | [MOL File]
50890-96-5.mol | [Molecular Weight]
209.2 |
| Chemical Properties | Back Directory | [Melting point ]
120 °C | [Boiling point ]
391.3±35.0 °C(Predicted) | [density ]
1.283±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
3.96±0.10(Predicted) | [color ]
White to Almost white | [Optical Rotation]
Consistent with structure |
| Hazard Information | Back Directory | [Uses]
(R)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid is a Glycine.html" class="link-product" target="_blank">Glycine (HY-Y0966) derivative[1]. | [Synthesis]
D-Phenylglycine (10.0 g, 66.1 mmol) and sodium hydroxide (21.2 g, 265 mmol) were dissolved in water (60 mL) at 0°C and stirred until completely dissolved. Subsequently, methyl chloroformate (10.2 mL, 133 mmol) was added slowly and dropwise over 20 minutes. The reaction mixture was continued to be stirred at 0°C for 1 hour. Upon completion of the reaction, it was acidified with concentrated hydrochloric acid (25 mL, 300 mmol) to pH < 2. The acidic aqueous phase was extracted with ethyl acetate (3 x 100 mL), the organic phases were combined and dried over anhydrous magnesium sulfate. After filtration to remove the desiccant, the organic phase was concentrated under reduced pressure to afford N-methoxycarbonyl-D-phenylglycine (Int-2a, 12.6 g, 91% yield), which could be used for subsequent reactions without further purification. | [References]
[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368 |
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