N-benzyloxycarbonylphenylalanylalanine

Base Information

• Chemical Name: N-benzyloxycarbonylphenylalanylalanine
• CAS No.: 16088-00-9
• Molecular Formula: C20H22 N2 O5
• Molecular Weight: 370.405
• Mol file: 16088-00-9.mol

Synonyms:Alanine,N-(N-carboxy-3-phenyl-D-alanyl)-, N-benzyl ester, L- (8CI); L-Alanine,N-[N-[(phenylmethoxy)carbonyl]-D-phenylalanyl]-;Benzyloxycarbonyl-D-phenylalanyl-L-alanine; Z-D-Phe-Ala

Chemical Property of N-benzyloxycarbonylphenylalanylalanine

Chemical Property:

• Vapor Pressure: 1.19E-18mmHg at 25°C
• Boiling Point: 666.1°Cat760mmHg
• Flash Point: 356.7°C
• PSA: 104.73000
• Density: 1.253g/cm³
• LogP: 2.89520

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-benzyloxycarbonylphenylalanylalanine

There total 26 articles about N-benzyloxycarbonylphenylalanylalanine 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: 96.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + (S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate (769922-77-2) → N-benzyloxycarbonyl-L-phenylalanyl-L-alanine (3338-39-4,16088-00-9,16088-38-3,17563-25-6,55387-02-5,80996-16-3,21881-18-5)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃;

DOI:10.1055/s-2004-831255

Reference yield: 85.0%

N-Benzyloxycarbonyl-L-phenylalanyl-L-alanin-allylester (88224-19-5) → N-benzyloxycarbonyl-L-phenylalanyl-L-alanine (3338-39-4,16088-00-9,16088-38-3,17563-25-6,55387-02-5,80996-16-3,21881-18-5)

Guidance literature:

With Wilkinson's catalyst; In ethanol; water; at 70 ℃;

Reference yield: 84.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester (2578-84-9) → N-benzyloxycarbonyl-L-phenylalanyl-L-alanine (3338-39-4,16088-00-9,16088-38-3,17563-25-6,55387-02-5,80996-16-3,21881-18-5)

Guidance literature:

With sodium hydroxide; In water; butan-1-ol; Ambient temperature;

upstream raw materials:

Cbz-D-Phe

L-alanine methyl ester hydrochloride

L-alanin

N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester

Downstream raw materials:

N-Cbz-L-Phe

N-benzyloxycarbonyl-L-phenylalanine ethyl ester

Z-Phe-Ala-OEt

N-(benzyloxycarbonyl)phenylalanyl-alanine amide

Refernces

• 1、 Arif, Muhammad I.,Toplak, Ana,Szymanski, Wiktor,Feringa, Ben L.,Nuijens, Timo,Quaedflieg, Peter J. L. M.,Wu, Bian,Janssen, Dick B.. "One-step C-terminal deprotection and activation of peptides with peptide amidase from stenotrophomonas maltophilia in neat organic solvent". . p. 2197 - 2202. Retrieved 2014/07/21.
• 2、 Yang, Peng-Yu,Wang, Min,Li, Lin,Wu, Hao,He, Cynthia Y.,Yao, Shao Q.. "Design, synthesis and biological evaluation of potent azadipeptide nitrile inhibitors and activity-based probes as promising anti-Trypanosoma brucei agents". supporting information; experimental part. p. 6528 - 6541. Retrieved 2012/07/13.