N-[1-(S)-benzyloxycarbonyl-3-phenylpropyl]-L-4,4'-biphenylalanyl-α-(S)-methyl-β-alanine benzyl ester

Base Information

Chemical Name:N-[1-(S)-benzyloxycarbonyl-3-phenylpropyl]-L-4,4'-biphenylalanyl-α-(S)-methyl-β-alanine benzyl ester
CAS No.:1345219-51-3
Molecular Formula:C₄₃H₄₄N₂O₅
Molecular Weight:668.833
Hs Code.:

Synonyms:N-[1-(S)-benzyloxycarbonyl-3-phenylpropyl]-L-4,4'-biphenylalanyl-α-(S)-methyl-β-alanine benzyl ester

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Chemical Property of N-[1-(S)-benzyloxycarbonyl-3-phenylpropyl]-L-4,4'-biphenylalanyl-α-(S)-methyl-β-alanine benzyl ester

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Technology Process of N-[1-(S)-benzyloxycarbonyl-3-phenylpropyl]-L-4,4'-biphenylalanyl-α-(S)-methyl-β-alanine benzyl ester

There total 3 articles about N-[1-(S)-benzyloxycarbonyl-3-phenylpropyl]-L-4,4'-biphenylalanyl-α-(S)-methyl-β-alanine benzyl ester 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: 62.0%

: 1345219-44-4
L-4,4'-biphenylalanyl-α-(S)-methyl-β-alanine benzyl ester formate

: 107832-06-4
(R)-2-hydroxy-4-phenylbutyric acid benzyl ester

: 1345219-51-3
N-[1-(S)-benzyloxycarbonyl-3-phenylpropyl]-L-4,4'-biphenylalanyl-α-(S)-methyl-β-alanine benzyl ester

Guidance literature:: (R)-2-hydroxy-4-phenylbutyric acid benzyl ester; With trifluoromethylsulfonic anhydride; triethylamine; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

L-4,4'-biphenylalanyl-α-(S)-methyl-β-alanine benzyl ester formate; In dichloromethane; at -78 - 20 ℃; for 72h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.08.064

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 1345219-51-3
N-[1-(S)-benzyloxycarbonyl-3-phenylpropyl]-L-4,4'-biphenylalanyl-α-(S)-methyl-β-alanine benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / chloroform / 6 h / 0 - 20 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

3.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 14 h / 0 - 20 °C / Inert atmosphere

4.1: 16 h / 20 °C

5.1: trifluoromethylsulfonic anhydride; triethylamine / dichloromethane / 1 h / -78 °C / Inert atmosphere

5.2: 72 h / -78 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; dmap; trifluoromethylsulfonic anhydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.08.064

Reference yield:

: 1345219-32-0
N-(tert-butoxycarbonyl)-α-(S)-methyl-β-alanine benzyl ester

: 1345219-51-3
N-[1-(S)-benzyloxycarbonyl-3-phenylpropyl]-L-4,4'-biphenylalanyl-α-(S)-methyl-β-alanine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

2.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 14 h / 0 - 20 °C / Inert atmosphere

3.1: 16 h / 20 °C

4.1: trifluoromethylsulfonic anhydride; triethylamine / dichloromethane / 1 h / -78 °C / Inert atmosphere

4.2: 72 h / -78 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; trifluoromethylsulfonic anhydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.08.064