(2'S,5R)-5-sec-butyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one

Base Information

• Chemical Name: (2'S,5R)-5-sec-butyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one
• CAS No.: 1254975-32-0
• Molecular Formula: C₁₇H₂₃N₃O₄S
• Molecular Weight: 365.453
• Mol file: 1254975-32-0.mol

Synonyms:(2'S,5R)-5-sec-butyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one

Chemical Property of (2'S,5R)-5-sec-butyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'S,5R)-5-sec-butyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one

There total 11 articles about (2'S,5R)-5-sec-butyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one 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: 92.0%

O-2'-bromo-3'-methylpentanoyl-1-benzenesulfonylpyrrolidine-2-carboxamidoxime (1255738-00-1) → (2'S,5R)-5-sec-butyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one (1254975-32-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at -25 ℃; for 3h; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.crci.2009.11.006

Reference yield:

C17H24BrN3O4S (1255738-00-1) → (2'S,5R)-5-sec-butyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one (1254975-32-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at -25 ℃;

DOI:10.1080/00397911.2010.531441

Reference yield:

2-(S)-1-benzenesulfonylpyrrolidine-2-carbonitrile (1198399-07-3) → (2'S,5R)-5-sec-butyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one (1254975-32-0)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride; triethylamine / chloroform / 20 °C

2: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere; Cooling with ice

3: sodium hydride / tetrahydrofuran / 3 h / -25 °C

With hydroxylamine hydrochloride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; chloroform;

DOI:10.1016/j.crci.2009.11.006

upstream raw materials:

(2S)-N-phenylsulfonylpyrrolidin-2-carboxamidoxime

C₆H₁₀BrClO

2-(S)-1-benzenesulfonylpyrrolidine-2-carbonitrile

O-2'-bromo-3'-methylpentanoyl-1-benzenesulfonylpyrrolidine-2-carboxamidoxime