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Sigma-Aldrich

(R)-(−)-2-Phenylglycine methyl ester hydrochloride

≥95%

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About This Item

Linear Formula:
C6H5CH(NH2)CO2CH3·HCl
CAS Number:
19883-41-1
Molecular Weight:
201.65
EC Number:
243-399-9
MDL number:
MFCD00137487
UNSPSC Code:
12352200
eCl@ss:
32160406
PubChem Substance ID:
24858635
NACRES:
NA.22

Assay

≥95%

form

solid

optical activity

[α]20/D −118°, c = 1 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

mp

189-191 °C (lit.)

application(s)

peptide synthesis

SMILES string

Cl.COC(=O)[C@H](N)c1ccccc1

InChI

1S/C9H11NO2.ClH/c1-12-9(11)8(10)7-5-3-2-4-6-7;/h2-6,8H,10H2,1H3;1H/t8-;/m1./s1

InChI key

DTHMTBUWTGVEFG-DDWIOCJRSA-N

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Precautionary Statements

P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Wei Du et al.
Sheng wu gong cheng xue bao = Chinese journal of biotechnology, 18(2), 242-245 (2002-08-01)
A novel reaction-enzymatic ammonolysis discovered in the mid of 1990s has been demonstrated to be a very promising alternative in the preparation of optically pure compounds. The effects of organic solvent, initial water activity, temperature and additives on lipase Novozym435-catalyzed
Alessandro Moretto et al.
Chirality, 17(8), 481-487 (2005-08-23)
Reactions of a racemic amine with chiral, N(alpha)-acetylated, C(alpha)-methyl l-phenylglycine-based dipeptide 5(4H)-oxazolones proceed diastereoselectively to give predominantly dipeptide alkylamides comprising d-alpha-phenylethylamine. Diastereoselectivity is remarkably sensitive to solvent polarity and reaction temperature but not significantly to the nature of the C(alpha)-tetrasubstituted
John W Van Klink et al.
Chirality, 16(8), 549-558 (2004-08-04)
Several Anisotome diterpene derivatives were synthesized in an attempt to obtain a crystalline compound for X-ray analysis. Although we were unable to obtain a suitable crystal, the absolute configuration of the irregular diterpene skeleton was determined using two other techniques:
Wei Du et al.
Biotechnology and applied biochemistry, 38(Pt 2), 107-110 (2003-05-17)
Ammonium, provided by ammonium carbamate as a novel acyl acceptor, was adopted for enzymic enantioselective ammonolysis of racemic phenylglycine methyl ester in this paper and it has been found that the reaction conditions have profound effects on enzymic activity and
R Fernández-Lafuente et al.
Biomacromolecules, 2(1), 95-104 (2001-12-26)
The importance of the stabilization of the quaternary structure of multimeric enzymes has been illustrated using a model reaction with great industrial relevance: the enzymatic synthesis of ampicillin from 6-amino penicillanic acid (6APA) and phenylglycine methyl ester (PGM) catalyzed by
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