{(S)-5-Benzylcarbamoyl-5-[(R)-3-(3,3-diphenyl-propionylamino)-3-(1H-indol-3-ylmethyl)-2-oxo-pyrrolidin-1-yl]-pentyl}-carbamic acid benzyl ester

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Chemical Name:{(S)-5-Benzylcarbamoyl-5-[(R)-3-(3,3-diphenyl-propionylamino)-3-(1H-indol-3-ylmethyl)-2-oxo-pyrrolidin-1-yl]-pentyl}-carbamic acid benzyl ester
CAS No.:246870-42-8
Molecular Formula:C₄₉H₅₁N₅O₅
Molecular Weight:789.974
Hs Code.:

Synonyms:{(S)-5-Benzylcarbamoyl-5-[(R)-3-(3,3-diphenyl-propionylamino)-3-(1H-indol-3-ylmethyl)-2-oxo-pyrrolidin-1-yl]-pentyl}-carbamic acid benzyl ester

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Chemical Property of {(S)-5-Benzylcarbamoyl-5-[(R)-3-(3,3-diphenyl-propionylamino)-3-(1H-indol-3-ylmethyl)-2-oxo-pyrrolidin-1-yl]-pentyl}-carbamic acid benzyl ester

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Technology Process of {(S)-5-Benzylcarbamoyl-5-[(R)-3-(3,3-diphenyl-propionylamino)-3-(1H-indol-3-ylmethyl)-2-oxo-pyrrolidin-1-yl]-pentyl}-carbamic acid benzyl ester

There total 11 articles about {(S)-5-Benzylcarbamoyl-5-[(R)-3-(3,3-diphenyl-propionylamino)-3-(1H-indol-3-ylmethyl)-2-oxo-pyrrolidin-1-yl]-pentyl}-carbamic acid 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: 32.0%

: [(R)-3-((S)-1-Benzylcarbamoyl-5-benzyloxycarbonylamino-pentylcarbamoyl)-3-(3,3-diphenyl-propionylamino)-4-(1H-indol-3-yl)-butyl]-dimethyl-sulfonium; iodide

: 246870-42-8
{(S)-5-Benzylcarbamoyl-5-[(R)-3-(3,3-diphenyl-propionylamino)-3-(1H-indol-3-ylmethyl)-2-oxo-pyrrolidin-1-yl]-pentyl}-carbamic acid benzyl ester

Guidance literature:: With potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1016/S0040-4020(99)00561-X

Reference yield:

: 87-52-5
3-(Dimethylaminomethyl)indole

: 246870-42-8
{(S)-5-Benzylcarbamoyl-5-[(R)-3-(3,3-diphenyl-propionylamino)-3-(1H-indol-3-ylmethyl)-2-oxo-pyrrolidin-1-yl]-pentyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaOH / toluene / 18 h / Heating

2: aq. HCl / diethyl ether / 3 h / 20 °C

3: 79 percent / Et₃N / CH₂Cl₂ / 3 h / 20 °C

4: 93 percent / aq. NaOH / dioxane / 6 h / Heating

5: 14 percent / DPPA; Et₃N / dimethylformamide / -5 - 20 °C

6: 100 percent / 20 h / 20 °C

7: 32 percent / K₂CO₃ / dimethylformamide; CH₂Cl₂ / 18 h / 20 °C

With hydrogenchloride; sodium hydroxide; diphenyl-phosphinic acid; potassium carbonate; triethylamine; In 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Alkylation / 2: Hydrolysis / 3: Acylation / 4: Hydrolysis / 5: Condensation / 6: Alkylation / 7: Cyclization;
DOI:10.1016/S0040-4020(99)00561-X

Reference yield:

: 2389-45-9
Boc-Lys(Z)-OH

: 246870-42-8
{(S)-5-Benzylcarbamoyl-5-[(R)-3-(3,3-diphenyl-propionylamino)-3-(1H-indol-3-ylmethyl)-2-oxo-pyrrolidin-1-yl]-pentyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: HOBT; EDCI / 12 h / 20 °C

1.2: 66 percent / CF₃COOH / CHCl₃ / 12 h / 20 °C

2.1: 14 percent / DPPA; Et₃N / dimethylformamide / -5 - 20 °C

3.1: 100 percent / 20 h / 20 °C

4.1: 32 percent / K₂CO₃ / dimethylformamide; CH₂Cl₂ / 18 h / 20 °C

With diphenyl-phosphinic acid; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1.1: Condensation / 1.2: Hydrolysis / 2.1: Condensation / 3.1: Alkylation / 4.1: Cyclization;
DOI:10.1016/S0040-4020(99)00561-X