L-Prolinamide, N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-N-[(4-cyanophenyl)meth yl]-

Base Information

• Chemical Name: L-Prolinamide, N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-N-[(4-cyanophenyl)meth yl]-
• CAS No.: 172348-68-4
• Molecular Formula: C27H32N4O4
• Molecular Weight: 476.575
• Mol file: 172348-68-4.mol

Synonyms:

Chemical Property of L-Prolinamide, N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-N-[(4-cyanophenyl)meth yl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Prolinamide, N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-N-[(4-cyanophenyl)meth yl]-

There total 6 articles about L-Prolinamide, N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-N-[(4-cyanophenyl)meth yl]- 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: 60.0%

(S)-N-(4-cyanobenzyl)pyrrolidine-2-carboxamide hydrochloride + Boc-D-Phe-OH (18942-49-9) → tert-butyl ((R)-1-((2S)-2-((4-cyanobenzyl)carbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethyl)carbamate (172348-68-4)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1016/j.ejmech.2015.03.059

Reference yield:

4-aminobenzyl cyanide (10406-25-4) + N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-L-proline (38675-10-4) + isobutyl chloroformate (543-27-1) → tert-butyl ((R)-1-((2S)-2-((4-cyanobenzyl)carbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethyl)carbamate (172348-68-4)

Guidance literature:

With 4-methyl-morpholine; In hexane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-L-proline (38675-10-4) + 4-(aminomethyl)benzonitrile trifluoroacetate salt → tert-butyl ((R)-1-((2S)-2-((4-cyanobenzyl)carbamoyl)pyrrolidin-1-yl)-1-cyclohexyl-2-oxoethyl)carbamate (172348-68-4)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/0960-894X(96)00442-8

upstream raw materials:

N-[(1,1-dimethylethoxy)carbonyl]-D-phenylalanyl-L-proline

4-aminobenzyl cyanide

isobutyl chloroformate

Boc-D-Phe-OH

Downstream raw materials:

Boc-D-phenylalanylproline (p-amidinobenzyl)amide

Refernces

• 1、 -. "Dipeptide p-amidinobenzylamides with N-terminal sulfonyl or aminosulfonyl radicals". . . Retrieved 2008/06/13.