(2S,4R,5S)-1-but-3-enoyl-4-(3-phenylpropyl)-5-cis-propenylpyrrolidine-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,4R,5S)-1-but-3-enoyl-4-(3-phenylpropyl)-5-cis-propenylpyrrolidine-2-carboxylic acid methyl ester
CAS No.:612820-07-2
Molecular Formula:C₂₂H₂₉NO₃
Molecular Weight:355.477
Hs Code.:

Synonyms:(2S,4R,5S)-1-but-3-enoyl-4-(3-phenylpropyl)-5-cis-propenylpyrrolidine-2-carboxylic acid methyl ester

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Chemical Property of (2S,4R,5S)-1-but-3-enoyl-4-(3-phenylpropyl)-5-cis-propenylpyrrolidine-2-carboxylic acid methyl ester

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Technology Process of (2S,4R,5S)-1-but-3-enoyl-4-(3-phenylpropyl)-5-cis-propenylpyrrolidine-2-carboxylic acid methyl ester

There total 8 articles about (2S,4R,5S)-1-but-3-enoyl-4-(3-phenylpropyl)-5-cis-propenylpyrrolidine-2-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:

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

: 612820-07-2
(2S,4R,5S)-1-but-3-enoyl-4-(3-phenylpropyl)-5-cis-propenylpyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

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

1.2: 65 percent / tetrahydrofuran / 1 h / -78 °C

2.1: 99 percent / hydrogen / Pd/C / methanol / 14 h / 20 °C

3.1: LiEt₃BH / tetrahydrofuran / -78 °C

4.1: p-toluenesulfonic acid / methanol

5.1: CuBr*Me₂S / diethyl ether / -40 °C

5.2: boron trifluoride etherate / diethyl ether / -78 °C

5.3: diethyl ether / -78 - 0 °C

6.1: trifluoroacetic acid / CH₂Cl₂ / 20 °C

7.1: EDC; 4-(dimethylamino)pyridine / CH₂Cl₂

With dmap; copper(I) bromide dimethylsulfide complex; hydrogen; lithium triethylborohydride; toluene-4-sulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

Reference yield:

: 4392-24-9
3-bromo-1-phenyl-1-propenyl bromide

: 612820-07-2
(2S,4R,5S)-1-but-3-enoyl-4-(3-phenylpropyl)-5-cis-propenylpyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

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

1.2: 65 percent / tetrahydrofuran / 1 h / -78 °C

2.1: 99 percent / hydrogen / Pd/C / methanol / 14 h / 20 °C

3.1: LiEt₃BH / tetrahydrofuran / -78 °C

4.1: p-toluenesulfonic acid / methanol

5.1: CuBr*Me₂S / diethyl ether / -40 °C

5.2: boron trifluoride etherate / diethyl ether / -78 °C

5.3: diethyl ether / -78 - 0 °C

6.1: trifluoroacetic acid / CH₂Cl₂ / 20 °C

7.1: EDC; 4-(dimethylamino)pyridine / CH₂Cl₂

With dmap; copper(I) bromide dimethylsulfide complex; hydrogen; lithium triethylborohydride; toluene-4-sulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

Reference yield:

: 612820-02-7
(2S,4R)-5-oxo-4-(3-phenylallyl)pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 612820-07-2
(2S,4R,5S)-1-but-3-enoyl-4-(3-phenylpropyl)-5-cis-propenylpyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / hydrogen / Pd/C / methanol / 14 h / 20 °C

2.1: LiEt₃BH / tetrahydrofuran / -78 °C

3.1: p-toluenesulfonic acid / methanol

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

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

4.3: diethyl ether / -78 - 0 °C

5.1: trifluoroacetic acid / CH₂Cl₂ / 20 °C

6.1: EDC; 4-(dimethylamino)pyridine / CH₂Cl₂

With dmap; copper(I) bromide dimethylsulfide complex; hydrogen; lithium triethylborohydride; toluene-4-sulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;