methyl (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-4-(thiophene-2-carboxamido)pyrrolidine-2-carboxylate

Base Information

Chemical Name:methyl (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-4-(thiophene-2-carboxamido)pyrrolidine-2-carboxylate
CAS No.:1408186-66-2
Molecular Formula:C₁₇H₁₆Cl₂N₂O₅S₂
Molecular Weight:463.362
Hs Code.:

Synonyms:methyl (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-4-(thiophene-2-carboxamido)pyrrolidine-2-carboxylate

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Chemical Property of methyl (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-4-(thiophene-2-carboxamido)pyrrolidine-2-carboxylate

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Technology Process of methyl (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-4-(thiophene-2-carboxamido)pyrrolidine-2-carboxylate

There total 5 articles about methyl (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-4-(thiophene-2-carboxamido)pyrrolidine-2-carboxylate 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: 25.0%

: 5271-67-0
2-Thiophenecarbonyl chloride

: 1408186-58-2
methyl (2R,4S)-4-amino-1-(3,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxylate

: 1408186-66-2
methyl (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-4-(thiophene-2-carboxamido)pyrrolidine-2-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2012.08.028

Reference yield:

: 114676-47-0,775275-31-5,790644-51-8,754962-86-2
(2R,4R)-4-Hydroxy-pyrrolidine-2-carboxylic acid methyl ester

: 1408186-66-2
methyl (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-4-(thiophene-2-carboxamido)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 90 °C

4: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

5: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; sodium azide; palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2012.08.028

Reference yield:

: 2584-71-6,30724-02-8
cis-hydroxy-D-proline

: 1408186-66-2
methyl (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-4-(thiophene-2-carboxamido)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: thionyl chloride

2: triethylamine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

3: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

4: sodium azide / N,N-dimethyl-formamide / 90 °C

5: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

6: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; thionyl chloride; sodium azide; palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2012.08.028