149597-92-2

Basic information

• Product Name: 3,3-Diphenyl-L-alanine
• Synonyms: BETA-PHENYL-L-PHENYLALANINE;H-DPH-OH;H-ALA(3,3-DIPHENYL)-OH;H-(3-PHENYL)PHE-OH;L-3,3-DIPHENYLALANINE;3,3-DIPHENYL-L-ALANINE;(S)-DIPHENYLALANINE;(S)-2-AMINO-3,3-DIPHENYL-PROPIONIC ACID
• CAS NO: 149597-92-2
• Molecular Formula: C₁₅H₁₅NO₂
• Molecular Weight: 241.29
• Product Categories: Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;Amino Acid Derivatives;Peptide;a-amino;unnatural amino acids
• Mol File: 149597-92-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 234-240 °C
• Boiling Point: 389.2 °C at 760 mmHg
• Flash Point: 189.2 °C
• Appearance: /
• Density: 1.198 g/cm³
• Storage Temp.: Store at 0°C
• PKA: 2.11±0.10(Predicted)
• CAS DataBase Reference: 3,3-Diphenyl-L-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-Diphenyl-L-alanine(149597-92-2)
• EPA Substance Registry System: 3,3-Diphenyl-L-alanine(149597-92-2)

Safety Data

• Hazard Codes: T,Xi
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 2
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 149597-92-2(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

3,3-Diphenyl-L-alanine is used as organic chemical synthesis intermediate.

Upstream product

• 90-99-3 diphenylchloromethane 
• 62653-26-3 2-amino-3,3-diphenylpropionic acid 
• 1004755-24-1 1,1-dimethylethyl (2R)-(2,6-dichlorophenyl)-(4S)-(diphenylmethyl)-5-oxo-3-((1'R)-phenylethyl)tetrahydro-1H-1-imidazolecarboxylate 
• 177583-36-7 methyl 2-(tert-butoxycarbonylamino)-3,3-diphenylpropanoate 
• 138566-20-8 L-3,3-diphenylalaninesultam hydrochloride 
• 776-74-9 Bromodiphenylmethane 
• 138566-19-5 N-(diphenylmethylene)-L-3,3-diphenylalaninesultam 

Downstream Products

• 161869-03-0 (S)-2-((methoxycarbonyl)amino)-3,3-diphenylpropanoic acid 
• 149597-89-7 (2S)-2-acetylamino-3,3-diphenyl-propionic acid 
• 1384275-60-8 (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidin-2-carboxamido)-3,3-diphenylpropanoic acid 
• 1384275-58-4 benzyl (S)-2-((S)-1-((S)-2-((S)-2-((tert-butoxycarbonyl)(methyl)amino)propanamido)-2-cyclohexylacetyl)pyrrolidine-2-carboxamido)-3,3-diphenylpropanoate 
• 1384275-56-2 benzyl (S)-2-((S)-1-((S)-2-((tert-butoxycarbonyl)amino)-2-cyclohexylacetyl)pyrrolidine-2-carboxamido)-3,3-diphenylpropanoate 
• 1384275-54-0 tert-butyl (S)-2-(((S)-1-(benzyloxy)-1-oxo-3,3-diphenylpropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate 
• 97015-54-8 4-benzhydryl-2-phenyloxazol-5(4H)-one 
• 1562416-41-4 N-benzoyl-L-β,β-diphenylalanine methyl ester 
• 1562416-42-5 C₂₃H₂₁NO₃ 
• 1562416-76-5 N-benzoyl-L-β,β-diphenylalanine 
• 1431876-12-8 N-[(5-{2-hydroxy-1-[(3-methylbutyl)(phenylsulfonyl)amino] ethyl}thiophen-3-yl)methyl]-N-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide 
• 1431877-39-2 N-[(5-{(1R)-1-[(1,3-benzothiazol-6-ylsulfonyl)(2-methylpropyl)amino]-2-hydroxyethyl}thiophen-2-yl)methyl]-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide 
• 1431877-96-1 N-[(1S)-1-{5-[(1R)-1-amino-2-{[tert-butyl(dimethyl)silyl]oxy}ethyl]thiophen-2-yl}-2,2,2-trifluoroethyl]-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide 
• 1431877-95-0 prop-2-en-1-yl [(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-{5-[(1S)-2,2,2-trifluoro-1-{[N-(methoxycarbonyl)-b-phenyl-L-phenylalanyl]amino}ethyl]thiophen-2-yl}ethyl]carbamate 

Relevant articles and documents

Comparative studies on enantiomer resolution of α-amino acids and their esters using (18-crown-6)-tetracarboxylic acid as a chiral crown ether selector by nmr spectroscopy and high-performance liquid chromatography

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NOVEL IMIDAZOLIDINONE DERIVATIVE, METHOD OF PRODUCING THE SAME AND METHOD OF PRODUCING OPTICALLY ACTIVE AMINO ACID

The objective of the present invention is to provide an optically active imidazolidinone derivative widely usable for synthesizing an optically active amino acid, a method of easily producing the derivative, and a method of easily producing an optically active amino acid by using the derivative. The objective can be achieved by producing an optically active amino acid using a novel optically active imidazolidinone derivative represented by a general formula (3) and the like. According to the method of the present invention, an optically active imidazolidinone derivative can be obtained by preferential crystallization from a mixture of isomers of the imidazolidinone derivative. Therefore, an optically active amino acid can be easily and stereoselectively produced without cumbersome procedures required for the conventional methods, such as resolution of diastereomers, synthesis from an optically active amino acid and resolution of isomers by silica gel column cromatography.

Synthesis of both enantiomers of β,β-diphenyl-α-alanine (Dip) from glycine using (S)- or (R)-2-[(N-benzylprolyl)amino] benzophenone as a reusable chiral auxiliary

Preparative syntheses of enantiopure (S)- and (R)-Dip by α-C-alkylation with Ph2CHX (X=Cl or Br) of the glycine moiety in a Ni(II) Schiff's base complex 1 derived from glycine and (S)- or (R)-[(N-benzylprolyl)amino]benzophenone (BPB) is described. The diastereoselectivity of the alkylation with PhCH2Br in DMF in the presence of NaOH is both kinetically and thermodynamically controlled.