(S)-2-[2-((2S,3S)-2-{[(S)-1-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-acetylamino]-3-(1H-imidazol-4-yl)-propionic acid benzyl ester; hydrochloride

Base Information

Chemical Name:(S)-2-[2-((2S,3S)-2-{[(S)-1-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-acetylamino]-3-(1H-imidazol-4-yl)-propionic acid benzyl ester; hydrochloride
CAS No.:83283-53-8
Molecular Formula:C₄₀H₅₄N₈O₈*ClH
Molecular Weight:811.378
Hs Code.:

(S)-2-[2-((2S,3S)-2-{[(S)-1-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-acetylamino]-3-(1H-imidazol-4-yl)-propionic acid benzyl ester; hydrochloride

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Chemical Property of (S)-2-[2-((2S,3S)-2-{[(S)-1-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-acetylamino]-3-(1H-imidazol-4-yl)-propionic acid benzyl ester; hydrochloride

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Technology Process of (S)-2-[2-((2S,3S)-2-{[(S)-1-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-acetylamino]-3-(1H-imidazol-4-yl)-propionic acid benzyl ester; hydrochloride

There total 7 articles about (S)-2-[2-((2S,3S)-2-{[(S)-1-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-acetylamino]-3-(1H-imidazol-4-yl)-propionic acid benzyl ester; hydrochloride 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:

: 83283-38-9
Z(OMe)-Lys(Z)-Pro-Ile-Gly-His-OBzl

: 83283-53-8
(S)-2-[2-((2S,3S)-2-{[(S)-1-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-acetylamino]-3-(1H-imidazol-4-yl)-propionic acid benzyl ester; hydrochloride

Guidance literature:: With hydrogenchloride; TFA-anisole; In diethyl ether; at 0 ℃; for 1h;
DOI:10.1248/cpb.30.2595

Reference yield:

: 46921-20-4
L-histidine benzyl ester

: 83283-53-8
(S)-2-[2-((2S,3S)-2-{[(S)-1-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-acetylamino]-3-(1H-imidazol-4-yl)-propionic acid benzyl ester; hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1: 53.3 percent / DCC / tetrahydrofuran; dimethylformamide / 18 h

2: 1.) TFA-anisole, 2.) 3.2N HCl / diethyl ether / 1 h / 0 °C

3: Et₃N, HOBT, DCC / dimethylformamide / 18 h / Ambient temperature

4: 1.) TFA-anisole,; 2.) 3.2N HCl / diethyl ether / 1 h / 0 °C

With hydrogenchloride; TFA-anisole; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1248/cpb.30.2595

Reference yield:

: 47174-55-0
Z(OMe)-Ile-OH

: 83283-53-8
(S)-2-[2-((2S,3S)-2-{[(S)-1-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-acetylamino]-3-(1H-imidazol-4-yl)-propionic acid benzyl ester; hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1: 46.5 percent / DCC / tetrahydrofuran / 18 h

2: 62.5 percent / 1N NaOH / acetone / 0.5 h

3: 53.3 percent / DCC / tetrahydrofuran; dimethylformamide / 18 h

4: 1.) TFA-anisole, 2.) 3.2N HCl / diethyl ether / 1 h / 0 °C

5: Et₃N, HOBT, DCC / dimethylformamide / 18 h / Ambient temperature

6: 1.) TFA-anisole,; 2.) 3.2N HCl / diethyl ether / 1 h / 0 °C

With hydrogenchloride; sodium hydroxide; TFA-anisole; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.30.2595