benzyl N-[2-[(1-amino-1-oxo-3-phenylpropan-2-yl)amino]-2-oxoethyl]carbamate

Base Information

• Chemical Name: benzyl N-[2-[(1-amino-1-oxo-3-phenylpropan-2-yl)amino]-2-oxoethyl]carbamate
• CAS No.: 5513-69-9
• Molecular Formula: C19H21 N3 O4
• Molecular Weight: 355.393
• Hs Code.: 2924299090
• NSC Number: 89643
• Mol file: 5513-69-9.mol

Synonyms:SCHEMBL9153129;NSC89643;NSC-89643

Chemical Property of benzyl N-[2-[(1-amino-1-oxo-3-phenylpropan-2-yl)amino]-2-oxoethyl]carbamate

Chemical Property:

• Vapor Pressure: 1.6E-18mmHg at 25°C
• Boiling Point: 683.3°Cat760mmHg
• Flash Point: 367°C
• PSA: 110.52000
• Density: 1.247g/cm³
• LogP: 2.60770
• Storage Temp.: -15°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 355.15320616
• Heavy Atom Count: 26
• Complexity: 471

Purity/Quality:

99% ^*data from raw suppliers

Z-Gly-Phe-Nh2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)N)NC(=O)CNC(=O)OCC2=CC=CC=C2
• Uses: Substrate for metalloendoproteases.

Technology Process of benzyl N-[2-[(1-amino-1-oxo-3-phenylpropan-2-yl)amino]-2-oxoethyl]carbamate

There total 40 articles about benzyl N-[2-[(1-amino-1-oxo-3-phenylpropan-2-yl)amino]-2-oxoethyl]carbamate 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: 98.6%

L-Phenylalanine amide (5241-58-7) + N-benzyloxycarbonyl-glycine-(4-dimethylamino-phenyl ester) (3339-68-2) → benzyloxycarbonyl-glycyl-L-phenylalanine amide (5513-69-9)

Guidance literature:

With ethylenediaminetetraacetic acid; toluene-4-sulfonic acid; D,L-dithiothreitol; papain; In N,N-dimethyl-formamide; at 25 ℃; for 0.166667h; pH=8; aq. buffer; Enzymatic reaction;

DOI:10.1002/cbic.201200017

Reference yield: 97.5%

L-Phenylalanine amide (5241-58-7) + benzyl N-benzyloxycarbonylglycinate (5513-38-2) → benzyloxycarbonyl-glycyl-L-phenylalanine amide (5513-69-9)

Guidance literature:

With ethylenediaminetetraacetic acid; toluene-4-sulfonic acid; D,L-dithiothreitol; papain; In N,N-dimethyl-formamide; at 25 ℃; for 0.75h; pH=8; aq. buffer; Enzymatic reaction;

DOI:10.1002/cbic.201200017

Reference yield: 95.0%

L-Phenylalanine amide (5241-58-7) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → benzyloxycarbonyl-glycyl-L-phenylalanine amide (5513-69-9)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.5012/bkcs.2010.31.04.874

upstream raw materials:

CbzGly-L-PheOEt

Z-Gly-(L)-Phe

L-Phenylalanine amide

N-(Benzyloxycarbonyl)glycine

Downstream raw materials:

glycyl-L-phenylalanine amide acetate

cyclo(Gly-Phe)

Z-Gly-(L)-Phe

Benzyloxycarbonyl-D-norleucyl-glycyl-L-phenylalanine amide