(R)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-amino}-hexanoic acid methyl ester

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Chemical Name:(R)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-amino}-hexanoic acid methyl ester
CAS No.:246869-90-9
Molecular Formula:C₄₁H₄₅N₃O₆
Molecular Weight:675.825
Hs Code.:

Synonyms:(R)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-amino}-hexanoic acid methyl ester

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Chemical Property of (R)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-amino}-hexanoic acid methyl ester

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Technology Process of (R)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-amino}-hexanoic acid methyl ester

There total 5 articles about (R)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-amino}-hexanoic acid methyl 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: 29.0%

: 145586-17-0
N^ε-benzyloxycarbonyl-D-lysine methyl ester

: trans-1-(3,3-diphenylpropionyl)-3-phenyl-pyrrolidine-2-carboxylic acid

: 246869-90-9
(R)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-amino}-hexanoic acid methyl ester

: 246869-86-3
(R)-6-Benzyloxycarbonylamino-2-{[(2R,3S)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-amino}-hexanoic acid methyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1016/S0040-4020(99)00561-X

Reference yield:

: 37089-77-3
3,3-diphenylpropanoyl chloride

: 246869-90-9
(R)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-amino}-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / aq. Na₂CO₃ / 12 h / 0 - 20 °C

2: 29 percent / HOBT; EDCI; Et₃N / CH₂Cl₂ / 18 h / 20 °C

With sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; 1: Acylation / 2: Condensation;
DOI:10.1016/S0040-4020(99)00561-X

Reference yield:

: 246869-32-9
3-Phenyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 246869-90-9
(R)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-amino}-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / MeONa / methanol / 2 h / Heating

2: 75 percent / aq. HCl; AcOH / 3 h / Heating

3: 89 percent / aq. Na₂CO₃ / 12 h / 0 - 20 °C

4: 29 percent / HOBT; EDCI; Et₃N / CH₂Cl₂ / 18 h / 20 °C

With hydrogenchloride; sodium methylate; sodium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane; 1: Hydrolysis / 2: Hydrolysis / 3: Acylation / 4: Condensation;
DOI:10.1016/S0040-4020(99)00561-X