5-ETHENYL-L-PROLINE METHYL ESTER HYDROCHLORIDE

Base Information

• Chemical Name: 5-ETHENYL-L-PROLINE METHYL ESTER HYDROCHLORIDE
• CAS No.: 328974-80-7
• Molecular Formula: C₈H₁₃NO₂
• Molecular Weight: 155.197
• Hs Code.: 2933990090
• Mol file: 328974-80-7.mol

Synonyms:H-L-PRO(5S-VINYL)-OME HCL;5-ETHENYL-L-PROLINE METHYL ESTER HYDROCHLORIDE;L-Proline, 5-ethenyl-, methyl ester, (5S)- (9CI)

Chemical Property of 5-ETHENYL-L-PROLINE METHYL ESTER HYDROCHLORIDE

Chemical Property:

• PSA: 38.33000
• LogP: 1.59680

Purity/Quality:

HPLC>98% ^*data from raw suppliers

Methyl (2S,5S)-5-vinyl-2-pyrrolidinecarboxylate hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-ETHENYL-L-PROLINE METHYL ESTER HYDROCHLORIDE

There total 4 articles about 5-ETHENYL-L-PROLINE METHYL ESTER HYDROCHLORIDE 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:

(2S,5S)-N-tert-butoxycarbonyl-5-vinylpyrrolidine-2-carboxylic acid methyl ester (328974-72-7) → (2S,5S)-5-Vinyl-pyrrolidine-2-carboxylic acid methyl ester (328974-80-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0040-4039(98)00858-2

Reference yield:

(2S)-5-allyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (195964-65-9) → (2S,5S)-5-Vinyl-pyrrolidine-2-carboxylic acid methyl ester (328974-80-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) O₃; 2.) NaBH₄ / 1.) MeOH, CH₂Cl₂, -78 deg C; 2.) MeOH, CH₂Cl₂, -78 deg C to RT

2: (n-Bu)3P / tetrahydrofuran

3: 1.) MCPBA; 2.) Me₂S, Et₃N / 1.) CH₂Cl₂, -70 deg C, 30 min; 2.) CH₂Cl₂, -70 deg C to RT

4: TFA / CH₂Cl₂

With sodium tetrahydroborate; dimethylsulfide; tributylphosphine; ozone; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(98)00858-2

Reference yield:

(S)-5-(2-Hydroxy-ethyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (210345-05-4) → (2S,5S)-5-Vinyl-pyrrolidine-2-carboxylic acid methyl ester (328974-80-7)

Guidance literature:

Multi-step reaction with 3 steps

1: (n-Bu)3P / tetrahydrofuran

2: 1.) MCPBA; 2.) Me₂S, Et₃N / 1.) CH₂Cl₂, -70 deg C, 30 min; 2.) CH₂Cl₂, -70 deg C to RT

3: TFA / CH₂Cl₂

With dimethylsulfide; tributylphosphine; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(98)00858-2

upstream raw materials:

(2S,5S)-N-tert-butoxycarbonyl-5-vinylpyrrolidine-2-carboxylic acid methyl ester

(2S)-5-allyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

(S)-5-(2-Hydroxy-ethyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester