(R)-2-amino-3,3-diphenylpropanoic acid

Base Information

• Chemical Name: (R)-2-amino-3,3-diphenylpropanoic acid
• CAS No.: 149597-91-1
• Molecular Formula: C15H15NO2
• Molecular Weight: 241.29
• Hs Code.: 2922498590
• UNII: H2JAP020MP
• Nikkaji Number: J626.919B
• Wikidata: Q27447765
• Mol file: 149597-91-1.mol

Synonyms:149597-91-1;3,3-Diphenyl-D-alanine;(R)-2-amino-3,3-diphenylpropanoic acid;D-3,3-Diphenylalanine;(2R)-2-amino-3,3-diphenylpropanoic acid;beta-Phenyl-D-phenylalanine;H2JAP020MP;D-Phenylalanine, beta-phenyl-;L-3,3'-Biphenylalanine;(R)-Diphenylalanine;(R)-2-Amino-3,3-diphenylpropanoicacid;L-3,3-Diphenyl Alanine;UNII-H2JAP020MP;SCHEMBL502830;MFCD01631990;.BETA.-PHENYL-D-PHENYLALANINE;AKOS015912122;AC-4456;CS-W010282;DS-5145;D-PHENYLALANINE, .BETA.-PHENYL-;3,3-Diphenyl-D-alanine, >=98.0% (HPLC);EN300-6473070;Q27447765

Chemical Property of (R)-2-amino-3,3-diphenylpropanoic acid

Chemical Property:

• Vapor Pressure: 9.35E-07mmHg at 25°C
• Refractive Index: 1.611
• Boiling Point: 389.2 °C at 760 mmHg
• PKA: 2.11±0.10(Predicted)
• Flash Point: 189.2 °C
• PSA: 63.32000
• Density: 1.198g/cm³
• LogP: 2.93070
• Storage Temp.: Store at 0°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 241.110278721
• Heavy Atom Count: 18
• Complexity: 250

Purity/Quality:

99.3% ^*data from raw suppliers

3,3-Diphenyl-D-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)C(C(=O)O)N
• Isomeric SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)[C@H](C(=O)O)N
• Uses: 3,3-Diphenyl-D-alanine is used in the coupling of diphenylalanine with D-leucine Methyl ester.

Technology Process of (R)-2-amino-3,3-diphenylpropanoic acid

There total 4 articles about (R)-2-amino-3,3-diphenylpropanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methyl 2-(tert-butoxycarbonylamino)-3,3-diphenylpropanoate (177583-36-7) → (S)-β,β-diphenyl-α-alanine (149597-92-2) + (2R)-3,3-diphenylalanine (149597-91-1)

Guidance literature:

methyl 2-(tert-butoxycarbonylamino)-3,3-diphenylpropanoate; With hydrogenchloride; water; for 5h; Heating / reflux;

With sodium hydroxide; water;

Reference yield:

2-amino-3,3-diphenylpropionic acid (62653-26-3) → (S)-β,β-diphenyl-α-alanine (149597-92-2) + (2R)-3,3-diphenylalanine (149597-91-1)

Guidance literature:

With sulfuric acid; In methanol; water; at 25 ℃; Resolution of racemate;

DOI:10.5012/bkcs.2012.33.10.3481

Reference yield:

diphenylchloromethane (90-99-3) → (2R)-3,3-diphenylalanine (149597-91-1)

Guidance literature:

With hydrogenchloride; sodium hydride; Yield given. Multistep reaction; 1.) CH₃CN, RT, 2 h, 2.) MeOH, reflux, 20 min;

DOI:10.1016/S0957-4166(96)00498-3

upstream raw materials:

diphenylchloromethane

methyl 2-(tert-butoxycarbonylamino)-3,3-diphenylpropanoate

2-amino-3,3-diphenylpropionic acid

Downstream raw materials:

N-maleoyl-D-3,3-diphenylalanine

N-(tert-butoxycarbonyl)-3,3-diphenyl-D-alanine

(R)-4-benzhydryl-2-(2-bromophenyl)-4,5-dihydrooxazole

Refernces

• 1、 -. "GADD45BETA TARGETING AGENTS". . . Retrieved 2012/11/08.
• 2、 -. "NOVEL IMIDAZOLIDINONE DERIVATIVE, METHOD OF PRODUCING THE SAME AND METHOD OF PRODUCING OPTICALLY ACTIVE AMINO ACID". Page/Page column 40. . Retrieved 2009/05/29.