108321-83-1

Basic information

• Product Name: H-DL-PHE-NH2 HCL
• Synonyms: H-DL-PHE-NH2 HCL;DL-PHENYLALANINE AMIDE HYDROCHLORIDE;DL-PHENYLALANINE-NH2 HCL;dl-phenylalaninamide hcl;DL-Phe-NH2 HCl;BenzenepropanaMide, a-aMino-, Monohydrochloride;DL-Phenylalanine amide hydrochloride≥ 99% (HPLC)
• CAS NO: 108321-83-1
• Molecular Formula: C₉H₁₂N₂O*ClH
• Molecular Weight: 200.67
• Mol File: 108321-83-1.mol

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: H-DL-PHE-NH2 HCL(CAS DataBase Reference)
• NIST Chemistry Reference: H-DL-PHE-NH2 HCL(108321-83-1)
• EPA Substance Registry System: H-DL-PHE-NH2 HCL(108321-83-1)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 108321-83-1(Hazardous Substances Data)

Usage

Chemical Properties

White to off white powder

Upstream product

• 5619-07-8 methyl 2-amino-3-phenylpropanoate hydrochloride 
• 100-39-0 benzyl bromide 
• 150-30-1 Phenylalanine 

Downstream Products

• 63-91-2 L-phenylalanine 
• 5241-58-7 D-Phenylalaninamide 
• 142065-76-7 N-<(1R,3R,4S)-Menthyloxycarbonyl>-DL-phenylalaninamid 
• 53562-23-5 N-benzyloxycarbonyl-phenylalanine amide 
• 673-06-3 D-(R)-phenylalanine 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 13033-84-6 D-phenylalanine methyl ester hydrochloride 
• 65864-22-4 (S)-2-amino-3-phenylpropionamide hydrochloride 

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

A new method for the preparation of functionalized unnatural α-H-α-amino acid derivatives

A new method for the preparation of α-H-α-amino acids is reported based on the α-alkylation of iminoacetic acid esters or amides. These imines are readily available by the reaction of glyoxylic acid esters with branched primary amines. The subsequent reaction with methanolic ammonia gave the corresponding iminoacetic acid amides. α-Alkylation of these imines with various electrophiles under basic conditions, followed by an acidic hydrolysis, gave α-amino acids, esters, or amides in up to 93% yield. α-Alkylation under chiral PTC conditions resulted in mono-alkylated amino acids with 90% ee.

Synthesis of α-amino dithioesters and endothiodipeptides

The α-amino ester hydrochlorides (1) are converted into N-protected α-amino amides (3), α-amino thioamides (4) and α-amino dithiomethylesters (5). Condensation of 5 with the alkali salts of α-amino acids gives rise to the endothiodipeptide alkali salts (7). Johann Ambrosius Barth 1996.

Dithio and Thiono Esters, 55. - Synthesis of N-Protected, Optically Active α-Amino Thiono Esters

The N-protected α-amino amides 1 are O-alkylated with trialkyloxonium tetrafluoroborates to form the iminium salts 2.Sulfhydrolysis of 2 yields the α-amino thiono esters 3.This reaction sequence allows the preparation of enantiomerically pure 3.Key Words: