108647-55-8

Basic information

• Product Name: (2S)-(+)-2-(3-Methoxyphenyl)glycin
• Synonyms: (2S)-(+)-2-(3-Methoxyphenyl)glycin
• CAS NO: 108647-55-8
• Molecular Weight: 181.191
• Mol File: 108647-55-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2S)-(+)-2-(3-Methoxyphenyl)glycin(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-(+)-2-(3-Methoxyphenyl)glycin(108647-55-8)
• EPA Substance Registry System: (2S)-(+)-2-(3-Methoxyphenyl)glycin(108647-55-8)

Safety Data

• Hazardous Substances Data: 108647-55-8(Hazardous Substances Data)

Usage

Description

(2S)-(+)-2-(3-Methoxyphenyl)glycin is an amino acid derivative with a 2S stereochemistry, featuring a phenyl group with a methoxy substituent and a glycine residue. This specific spatial arrangement of atoms endows it with unique structural features that may contribute to its biological activity.
Used in Medicinal Chemistry:
(2S)-(+)-2-(3-Methoxyphenyl)glycin is used as a building block for the development of new pharmaceuticals due to its potential biological activity and structural features.
Used in Drug Discovery:
(2S)-(+)-2-(3-Methoxyphenyl)glycin is used as a template for designing new drugs, leveraging its unique stereochemistry to enhance interactions with biological targets and improve drug efficacy.
Used in Drug Design and Development:
(2S)-(+)-2-(3-Methoxyphenyl)glycin is used as a reference compound to study the influence of stereochemistry on molecular interactions, aiding in the optimization of drug candidates for better selectivity and potency.

Upstream product

• 379232-33-4 2-amino-2-(3-methoxyphenyl)acetonitrile 
• 591-31-1 3-methoxy-benzaldehyde 
• 108594-41-8 (2S)-(+)-2-<(1S,2S)-(2-Hydroxy-1-hydroxymethyl-2-phenylethyl)amino>-2-(3-methoxyphenyl)essigsaeure 

Downstream Products

• 108647-56-9 (S)-tert-Butoxycarbonylamino-(4-formyl-3-hydroxy-phenyl)-acetic acid 
• 73036-70-1 (2S)-(+)-N-tert-Butoxycarbonyl-2-(3-hydroxy-4-hydroxymethylphenyl)glycin 
• 46988-94-7 (2S)-(+)-N-tert-Butoxycarbonyl-2-(3-hdroxyphenyl)glycin 
• 57784-96-0 L-(+)-Forphenicin 
• 71522-58-2 forphenicinol 
• 71301-82-1 (S)-3-hydroxyphenylglycine 

Relevant articles and documents

Practical and convenient enzymatic synthesis of enantiopure α-amino acids and amides

Catalyzed by the nitrile hydratase and the amidease in Rhodococcus sp. AJ270 cells under very mild conditions, a number of α-aryl- and α-alkyl-substituted DL-glycine nitriles 1 rapidly underwent a highly enantioselective hydrolysis to afford D-(-)-α-amino acid amides 2 and L-(+)-α-amino acids 3 in high yields with excellent enantiomeric excesses in most cases. The overall enantioselectivity of the biotransformations of nitriles originated from the combined effects of a high L-enantioselective amidase and a low enantioselective nitrile hydratase. The influence of the substrates on both reaction efficiency and enantioselectivity was also discussed in terms of steric and electronic effects. Coupled with chemical hydrolysis of D-(-)-α-phenylglycine amide, biotransformation of DL-phenylglycine nitrile was applied in practical scale to produce both D- and L-phenylglycines in high optical purity.

Nonproteinogenic Amino Acids, IV. - EPC Synthesis of L-(+)-Forphenicine

Enantiomerically pure L-(+)-forphenicine (12) is synthesized starting from purchasable 3-methoxybenzaldehyde (1) by the use of (4S,5S)-(+)-5-amino-2,2-dimethyl-4-phenyl-1,3-dioxane (2) as a chiral auxiliary and prussic acid. 12 is identical with the natural product which has been isolated from the culture broth of an Actinomyces species and which is known to be a potent inhibitor of alkaline phosphatase.