(2R,4S)-1-(3,4-dichlorophenylsulfonyl)-N-hydroxy-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide

Base Information

Chemical Name:(2R,4S)-1-(3,4-dichlorophenylsulfonyl)-N-hydroxy-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide
CAS No.:1408186-72-0
Molecular Formula:C₁₉H₁₇Cl₂N₅O₄S
Molecular Weight:482.347
Hs Code.:

Synonyms:(2R,4S)-1-(3,4-dichlorophenylsulfonyl)-N-hydroxy-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide

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Chemical Property of (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-N-hydroxy-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide

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Technology Process of (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-N-hydroxy-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide

There total 6 articles about (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-N-hydroxy-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide 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: 49.0%

: 1408186-54-8
methyl (2R,4S)-1-(3,4-dichlorophenylsulfonyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxylate

: 1408186-72-0
(2R,4S)-1-(3,4-dichlorophenylsulfonyl)-N-hydroxy-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide

Guidance literature:: With hydroxylamine hydrochloride; potassium hydroxide; In methanol; at 20 ℃; for 72h;
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

: 1408186-72-0
(2R,4S)-1-(3,4-dichlorophenylsulfonyl)-N-hydroxy-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide

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: sodium L-ascorbate; copper diacetate / water; tert-butyl alcohol / 20 °C

5: hydroxylamine hydrochloride; potassium hydroxide / methanol / 72 h / 20 °C

With dmap; sodium azide; hydroxylamine hydrochloride; copper diacetate; sodium L-ascorbate; triethylamine; potassium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.ejmech.2012.08.028

Reference yield:

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

: 1408186-72-0
(2R,4S)-1-(3,4-dichlorophenylsulfonyl)-N-hydroxy-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidine-2-carboxamide

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: sodium L-ascorbate; copper diacetate / water; tert-butyl alcohol / 20 °C

6: hydroxylamine hydrochloride; potassium hydroxide / methanol / 72 h / 20 °C

With dmap; thionyl chloride; sodium azide; hydroxylamine hydrochloride; copper diacetate; sodium L-ascorbate; triethylamine; potassium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.ejmech.2012.08.028