Glycine, (2R)-2-phenylglycyl-2-phenyl-, (2R)-

Base Information

• Chemical Name: Glycine, (2R)-2-phenylglycyl-2-phenyl-, (2R)-
• CAS No.: 85635-36-5
• Molecular Formula: C16H16N2O3
• Molecular Weight: 284.315
• DSSTox Substance ID: DTXSID70449361
• Nikkaji Number: J610.030I
• Mol file: 85635-36-5.mol

Synonyms:Glycine, (2R)-2-phenylglycyl-2-phenyl-, (2R)-;85635-36-5;D-Phenyl Gly-D-phenyl Gly-OH;DTXSID70449361;AKOS010406585

Chemical Property of Glycine, (2R)-2-phenylglycyl-2-phenyl-, (2R)-

Chemical Property:

• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 284.11609238
• Heavy Atom Count: 21
• Complexity: 361

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(=O)NC(C2=CC=CC=C2)C(=O)O)N
• Isomeric SMILES: C1=CC=C(C=C1)[C@H](C(=O)N[C@H](C2=CC=CC=C2)C(=O)O)N

Technology Process of Glycine, (2R)-2-phenylglycyl-2-phenyl-, (2R)-

There total 4 articles about Glycine, (2R)-2-phenylglycyl-2-phenyl-, (2R)- 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: 88.0%

(R)-((R)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-phenyl-acetic acid benzyl ester (260051-49-8) → (R)-phenylglycyl-(R)-phenylglycine (85635-36-5)

Guidance literature:

With hydrogen; palladium; In methanol; water; acetic acid;

DOI:10.1021/jo991051l

Reference yield:

Z-D-phenylglycine (17609-52-8) → (R)-phenylglycyl-(R)-phenylglycine (85635-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / DCC; HOBt

2: 88 percent / H₂ / Pd black / methanol; acetic acid; H₂O

With hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium; In methanol; water; acetic acid; 1: Acylation / 2: Hydrogenolysis;

DOI:10.1021/jo991051l

Reference yield:

(R)-phenylglycine (875-74-1) → (R)-phenylglycyl-(R)-phenylglycine (85635-36-5)

Guidance literature:

Multi-step reaction with 3 steps

2: DCC, HOBt

3: H₂ / Pd

With hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium;

DOI:10.1016/S0957-4166(97)00247-4

upstream raw materials:

(R)-((R)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-phenyl-acetic acid benzyl ester

Z-D-phenylglycine

(R)-phenylglycine

(R)-phenylglycine benzyl ester

Refernces

• 1、 Akazome, Motohiro,Matsuno, Hirozumi,Ogura, Katsuyuki. "Asymmetric recognition of 1-arylethylamines by (R)-phenylglycyl-(R)-phenylglycine and its mechanism". . p. 2331 - 2336. Retrieved 2007/10/03.