Z-PHE-PRO-NH2

Base Information

• Chemical Name: Z-PHE-PRO-NH2
• CAS No.: 83871-06-1
• Molecular Formula: C22H25N3O4
• Molecular Weight: 395.45200
• Mol file: 83871-06-1.mol

Synonyms:

Chemical Property of Z-PHE-PRO-NH2

Chemical Property:

• PSA: 101.73000
• LogP: 3.02950

Purity/Quality:

95%;98%;99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-PHE-PRO-NH2

There total 8 articles about Z-PHE-PRO-NH2 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: 91.0%

Cbz-Phe-OCH2CONH2 (4816-89-1) + L-prolinamide (7531-52-4) → N-benzyloxycarbonyl-L-phenylalanyl-L-prolinamide (83871-06-1)

Guidance literature:

With cross-linked enzyme aggregate of Alcalase; at 50 ℃; for 16h; Molecular sieve; Enzymatic reaction;

DOI:10.1016/j.molcatb.2011.03.012

Reference yield: 90.0%

2,2,2-trifluoroethyl ((benzyloxy)carbonyl)-L-phenylalaninate (126028-14-6) + L-prolinamide (7531-52-4) → N-benzyloxycarbonyl-L-phenylalanyl-L-prolinamide (83871-06-1)

Guidance literature:

With cross-linked enzyme aggregate of Alcalase; at 50 ℃; for 16h; Molecular sieve; Enzymatic reaction;

DOI:10.1016/j.molcatb.2011.03.012

Reference yield:

(S)-N-(benzyloxycarbonyl)phenylglycine (5491-18-9,17609-52-8,53990-33-3,60584-76-1) → N-benzyloxycarbonyl-L-phenylalanyl-L-prolinamide (83871-06-1) + Z-D-Phe-Pro-NH2

Guidance literature:

(S)-N-(benzyloxycarbonyl)phenylglycine; H-Pro-RinkAmide-PS-resin; With O-[(1-cyano-2-ethoxy-2-oxoethylidene)amino]-oxytri(pyrrolidin-1-yl)phosphonium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; solid phase reaction;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/c003719b

upstream raw materials:

N-Cbz-L-Phe

L-prolinamide hydrochloride

Fmoc-Pro-OH

(S)-N-(benzyloxycarbonyl)phenylglycine

Downstream raw materials:

4-chloroacetylbenzoyl-L-Phe-L-Pro-NH₂

3-chloroacetylbenzoyl-L-Phe-L-Pro-NH₂

cyclo (L-Phe-L-Pro)

phenylalanylproline amide hydrochloride

Refernces

• 1、 Nuijens, Timo,Cusan, Claudia,Schepers, Annette C.H.M.,Kruijtzer, John A.W.,Rijkers, Dirk T.S.,Liskamp, Rob M.J.,Quaedflieg, Peter J.L.M.. "Enzymatic synthesis of activated esters and their subsequent use in enzyme-based peptide synthesis". . p. 79 - 84. Retrieved 2012/02/03.
• 2、 Carpino, Louis A.,Ionescu, Dumitru,El-Faham, Ayman. "Peptide coupling in the presence of highly hindered tertiary amines". . p. 2460 - 2465. Retrieved 2007/10/03.