(2S,4R,5S)-4-benzyl-5-cis-propenylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Base Information

Chemical Name:(2S,4R,5S)-4-benzyl-5-cis-propenylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester
CAS No.:612820-04-9
Molecular Formula:C₂₁H₂₉NO₄
Molecular Weight:359.466
Hs Code.:

Synonyms:(2S,4R,5S)-4-benzyl-5-cis-propenylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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Chemical Property of (2S,4R,5S)-4-benzyl-5-cis-propenylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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Technology Process of (2S,4R,5S)-4-benzyl-5-cis-propenylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

There total 5 articles about (2S,4R,5S)-4-benzyl-5-cis-propenylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl 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:

: 6524-17-0,29283-76-9,6386-72-7
(Z)-1-propenyllithium

: 4-benzyl-2,3-dihydro-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 612820-04-9
(2S,4R,5S)-4-benzyl-5-cis-propenylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: (Z)-1-propenyllithium; With copper(I) bromide dimethylsulfide complex; In diethyl ether; at -40 ℃; for 1h;

With boron trifluoride diethyl etherate; In diethyl ether; at -78 ℃; for 1h;

4-benzyl-2,3-dihydro-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester; In diethyl ether; at -78 - 0 ℃; for 5h;

Reference yield:

: 100-39-0
benzyl bromide

: 612820-04-9
(2S,4R,5S)-4-benzyl-5-cis-propenylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiHMDS / tetrahydrofuran / 2 h / -78 °C

1.2: 56 percent / tetrahydrofuran / 1 h / -78 °C

2.1: LiEt₃BH / tetrahydrofuran / 1 h / -78 °C

3.1: p-toluenesulfonic acid / methanol / 16 h

4.1: CuBr*Me₂S / diethyl ether / 1 h / -40 °C

4.2: boron trifluoride etherate / diethyl ether / 1 h / -78 °C

4.3: diethyl ether / 5 h / -78 - 0 °C

With copper(I) bromide dimethylsulfide complex; lithium triethylborohydride; toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether;

Reference yield:

: 108963-96-8
(S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one

: 612820-04-9
(2S,4R,5S)-4-benzyl-5-cis-propenylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiHMDS / tetrahydrofuran / 2 h / -78 °C

1.2: 56 percent / tetrahydrofuran / 1 h / -78 °C

2.1: LiEt₃BH / tetrahydrofuran / 1 h / -78 °C

3.1: p-toluenesulfonic acid / methanol / 16 h

4.1: CuBr*Me₂S / diethyl ether / 1 h / -40 °C

4.2: boron trifluoride etherate / diethyl ether / 1 h / -78 °C

4.3: diethyl ether / 5 h / -78 - 0 °C

With copper(I) bromide dimethylsulfide complex; lithium triethylborohydride; toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether;