methyl (2R,4R)-4-amino-1-(3,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxylate

Base Information

Chemical Name:methyl (2R,4R)-4-amino-1-(3,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxylate
CAS No.:1408186-59-3
Molecular Formula:C₁₂H₁₄Cl₂N₂O₄S
Molecular Weight:353.226
Hs Code.:

Synonyms:methyl (2R,4R)-4-amino-1-(3,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxylate

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

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

There total 5 articles about methyl (2R,4R)-4-amino-1-(3,4-dichlorophenylsulfonyl)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: 96.0%

: 1408186-51-5
methyl (2R,4R)-4-azido-1-(3,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxylate

: 1408186-59-3
methyl (2R,4R)-4-amino-1-(3,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxylate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃;
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

: 1408186-59-3
methyl (2R,4R)-4-amino-1-(3,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

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

2: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 0.33 h / 0 - 90 °C / Microwave irradiation

3: sodium hydrogencarbonate / methanol / 0.25 h / 90 °C / Microwave irradiation

4: triethylamine; methanesulfonyl chloride / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

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

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

With dmap; sodium azide; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; methanesulfonyl chloride; triethylamine; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.ejmech.2012.08.028

Reference yield:

: 1408186-47-9
methyl (2R,4S)-1-((3,4-dichlorophenyl)sulfonyl)-4-hydroxypyrrolidine-2-carboxylate

: 1408186-59-3
methyl (2R,4R)-4-amino-1-(3,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; methanesulfonyl chloride / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

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

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

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