(R)-2-tert-Butoxycarbonylmethyl-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Base Information

Chemical Name:(R)-2-tert-Butoxycarbonylmethyl-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester
CAS No.:212387-68-3
Molecular Formula:C₂₀H₂₇NO₇
Molecular Weight:393.437
Hs Code.:

Synonyms:(R)-2-tert-Butoxycarbonylmethyl-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Chemical Property of (R)-2-tert-Butoxycarbonylmethyl-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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Technology Process of (R)-2-tert-Butoxycarbonylmethyl-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

There total 7 articles about (R)-2-tert-Butoxycarbonylmethyl-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-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:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 212387-68-3
(R)-2-tert-Butoxycarbonylmethyl-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / 1 M aq. Na₂CO₃ / dioxane / Ambient temperature

2: 100 percent / Et₃N / tetrahydrofuran / 21 h

3: 1.) LDA / 1.) THF, hexane, -70 deg C, 30 min, 2.) THF, hexane, RT, overnight

4: 10percent methanol. citric acid / 3 h / Ambient temperature

With sodium carbonate; triethylamine; citric acid; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/ja980444j

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 212387-68-3
(R)-2-tert-Butoxycarbonylmethyl-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / Et₃N / tetrahydrofuran / 21 h

2: 1.) LDA / 1.) THF, hexane, -70 deg C, 30 min, 2.) THF, hexane, RT, overnight

3: 10percent methanol. citric acid / 3 h / Ambient temperature

With triethylamine; citric acid; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/ja980444j

Reference yield:

: 51-35-4,30724-02-8
4R-4-hydroxyproline

: 212387-68-3
(R)-2-tert-Butoxycarbonylmethyl-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / thionyl chloride / 4 h / Heating

2: 84 percent / 1 M aq. Na₂CO₃ / dioxane / Ambient temperature

3: 100 percent / Et₃N / tetrahydrofuran / 21 h

4: 1.) LDA / 1.) THF, hexane, -70 deg C, 30 min, 2.) THF, hexane, RT, overnight

5: 10percent methanol. citric acid / 3 h / Ambient temperature

With thionyl chloride; sodium carbonate; triethylamine; citric acid; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/ja980444j