149597-91-1

Basic information

• Product Name: 3,3-Diphenyl-D-alanine
• Synonyms: (R)-2-AMINO-3,3-DIPHENYLPROPIONIC ACID;RARECHEM BK PT 0196;(R)-DIPHENYLALANINE;3,3-DIPHENYL-D-ALANINE;H-D-ALA(3,3-DIPHENYL)-OH;H-D-(3-PHENYL)PHE-OH;H-D-DPH-OH;D-3,3-DIPHENYLALANINE
• CAS NO: 149597-91-1
• Molecular Formula: C₁₅H₁₅NO₂
• Molecular Weight: 241.29
• Product Categories: Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;Amino Acid Derivatives;a-amino;unnatural amino acids
• Mol File: 149597-91-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 389.2 °C at 760 mmHg
• Flash Point: 189.2 °C
• Appearance: /
• Density: 1.198g/cm³
• Vapor Pressure: 9.35E-07mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: Store at 0°C
• PKA: 2.11±0.10(Predicted)
• BRN: 4906961
• CAS DataBase Reference: 3,3-Diphenyl-D-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-Diphenyl-D-alanine(149597-91-1)
• EPA Substance Registry System: 3,3-Diphenyl-D-alanine(149597-91-1)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 149597-91-1(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

3,3-Diphenyl-D-alanine is used in the coupling of diphenylalanine with D-leucine Methyl ester.

InChI:InChI=1/C15H15NO2/c16-14(15(17)18)13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13-14H,16H2,(H,17,18)/t14-/m1/s1

Upstream product

• 62653-26-3 2-amino-3,3-diphenylpropionic acid 
• 177583-36-7 methyl 2-(tert-butoxycarbonylamino)-3,3-diphenylpropanoate 
• 90-99-3 diphenylchloromethane 

Downstream Products

• 1006593-71-0 N-[2-(1,1-dimethylethoxy)-2-oxoethyl]-β-phenyl-D-phenylalanine 
• 944836-33-3 (R)-4-benzhydryl-2-(2-bromophenyl)-4,5-dihydrooxazole 
• 143060-31-5 N-(tert-butoxycarbonyl)-3,3-diphenyl-D-alanine 
• 1117977-23-7 C₃₀H₂₃Cl₄NO₅ 
• 676362-51-9 6'-O-(N-maleimido-D-3,3-diphenylalanyl)-3'-O-butylfluorescein 
• 161869-02-9 (R)-2-Methoxycarbonylamino-3,3-diphenyl-propionic acid 
• 676362-49-5 N-maleoyl-D-3,3-diphenylalanine 

Relevant articles and documents

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.

GADD45BETA TARGETING AGENTS

Compounds based around tetrapeptide, tripeptide and dipeptide moeties and corresponding peptiod moeties. Related methods and pharmaceutical compositions for use in treatment of cancer, inflammatory diseases, and other disorders.

Process for the preparation of D(-) and L(+)-3,3-diphenylalanine and D(-) and L(+)-substituted 3,3-diphenylalanines and derivatives thereof

A process for the preparation of D(-) and L(+)-3,3-diphenylalanine and D(-) and L(+)-substituted 3,3-diphenylalanines is described where N-protected DL-3,3-diphenylalanine or N-protected-DL-substituted 3,3-diphenylalanine are treated with (-)cinchonidine and the resulting salt resolved into the desired enantiomers, as well as derivatives thereof and valuable intermediates used in the process.