51703-58-3

Basic information

• Product Name: (RS)-phenylglycinamide hydrochloride
• Synonyms: (RS)-phenylglycinamide hydrochloride
• CAS NO: 51703-58-3
• Molecular Weight: 186.641
• Mol File: 51703-58-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (RS)-phenylglycinamide hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (RS)-phenylglycinamide hydrochloride(51703-58-3)
• EPA Substance Registry System: (RS)-phenylglycinamide hydrochloride(51703-58-3)

Safety Data

• Hazardous Substances Data: 51703-58-3(Hazardous Substances Data)

Usage

General Description

(RS)-Phenylglycinamide hydrochloride is a chemical compound used in pharmaceutical and research applications. It is a derivative of phenylglycine, an amino acid commonly found in peptides and proteins. The hydrochloride salt form makes it more stable and soluble in water, allowing for easier handling and use in various experimental procedures. (RS)-Phenylglycinamide hydrochloride may be used in the synthesis of pharmaceuticals, or in biochemical and pharmacological studies to investigate the function and interactions of amino acids and related compounds. It is an important chemical for understanding the role of phenylglycine derivatives in biological and chemical processes.

Upstream product

• 100-52-7 benzaldehyde 
• 700-63-0 Phenylglycinamid 
• 15028-40-7 DL-2-phenylglycine methyl ester hydrochloride 
• 16750-42-8 2-amino-2-phenylacetonitrile 

Downstream Products

• 16256-40-9 2,2-pentamethylene-5-phenylimidazolidone-4 
• 2935-35-5 (S)-2-phenylglycine 
• 875-74-1 (R)-phenylglycine 
• 63291-39-4 (R)-phenylglycine amide hydrochloride 
• 60079-51-8 (S)-phenylglycinamide hydrochloride 
• 700-63-0 (R)-phenylglycine amide 

Relevant articles and documents

Enzymatic synthesis of chiral phenylalanine derivatives by a dynamic kinetic resolution of corresponding amide and nitrile substrates with a multi-enzyme system

Mutant α-amino-ε-caprolactam (ACL) racemase (L19V/L78T) from Achromobacter obae with improved substrate specificity toward phenylalaninamide was obtained by directed evolution. The mutant ACL racemase and thermostable mutant D-amino acid amidase (DaaA) from Ochrobactrum anthropi SV3 co-expressed in Escherichia coli (pACLmut/pDBFB40) were utilized for synthesis of (R)-phenylalanine and non-natural (R)-phenylalanine derivatives (4-OH, 4-F, 3-F, and 2-F-Phe) by dynamic kinetic resolution (DKR). Recombinant E. coli with DaaA and mutant ACL racemase genes catalyzed the synthesis of (R)-phenylalanine with 84% yield and 99% ee from (RS)-phenylalaninamide (400 mM) in 22 h. (R)-Tyrosine and 4-fluoro-(R)-phenylalanine were also efficiently synthesized from the corresponding amide compounds. We also co-expresed two genes encoding mutant ACL racemase and L-amino acid amidase from Brevundimonas diminuta in E. coli and performed the efficient production of various (S)-phenylalanine derivatives. Moreover, 2-aminophenylpropionitrile was converted to (R)-phenylalanine by DKR using a combination of the non-stereoselective nitrile hydratase from recombinamt E. coli and mutant ACL racemase and DaaA from E. coli encoding mutant ACL racemase and DaaA genes. Copyright

CONVERSION OF α-AMINONITRILES TO AMIDES BY A NEW PINNER TYPE REACTION

α-Aminonitriles were converted exclusively to the amides by 2-mercaptoethanol in anhydrous THF at -78 deg C by bubbling dry HCl gas.