(1-benzyloxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carboxylic acid methyl ester

Base Information

Chemical Name:(1-benzyloxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carboxylic acid methyl ester
CAS No.:81806-49-7
Molecular Formula:C₁₇H₂₃NO₅
Molecular Weight:321.373
Hs Code.:

Synonyms:(1-benzyloxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carboxylic acid methyl ester

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Chemical Property of (1-benzyloxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carboxylic acid methyl ester

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Technology Process of (1-benzyloxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carboxylic acid methyl ester

There total 2 articles about (1-benzyloxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carboxylic 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: 46.0%

: 67-64-1
acetone

: 194933-51-2
(2S,4S)-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1,2-dicarboxylic acid 1-benzyl-2-methyl

: 81806-49-7
(1-benzyloxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carboxylic acid methyl ester

Guidance literature:: With triethylsilane; bismuth(III) bromide; In acetonitrile; at 0 - 20 ℃; for 7h;

Reference yield:

: 13504-86-4
(2S,4S)-1-benzyloxycarbonyl-4-hydroxyproline

: 81806-49-7
(1-benzyloxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 70 °C

1.2: 50 °C

2.1: triethylsilane / bismuth(III) bromide / acetonitrile / 7 h / 0 - 20 °C

With triethylsilane; potassium carbonate; bismuth(III) bromide; In N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 81806-49-7
(1-benzyloxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carboxylic acid methyl ester

: 3-[2-[1-[2,5-dichloro-4-(1-methyl-3-indolylcarbonylamino)phenylacetyl]-(4S)-isopropoxy-(2S)-pyrrolidinyl]-5-thiazolyl]propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogen / palladium on activated charcoal / ethanol / 20 °C

1.2: 3 h / 20 °C

2.1: sodium hydroxide; water / tetrahydrofuran; methanol / 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C

4.1: Lawessons reagent / toluene / 1 h / 90 °C

5.1: hydrogenchloride / 1,4-dioxane / 1.5 h / 20 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C

7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 20 °C

With Lawessons reagent; hydrogenchloride; sodium hydroxide; water; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; toluene;