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

Base Information

Chemical Name:(2'S,5R)-5-methyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one
CAS No.:1254975-29-5
Molecular Formula:C₁₄H₁₇N₃O₄S
Molecular Weight:323.373
Hs Code.:

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

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

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

There total 10 articles about (2'S,5R)-5-methyl-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: 91.0%

: 1255737-94-0
O-2'-bromopropanoyl-1-benzenesulfonylpyrrolidine-2-carboxamidoxime

: 1254975-29-5
(2'S,5R)-5-methyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one

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:

: 1255737-94-0
C₁₄H₁₈BrN₃O₄S

: 1254975-29-5
(2'S,5R)-5-methyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one

Guidance literature:: With sodium hydride; In tetrahydrofuran; at -25 ℃;
DOI:10.1080/00397911.2010.531441

Reference yield:

: 1198399-07-3
2-(S)-1-benzenesulfonylpyrrolidine-2-carbonitrile

: 1254975-29-5
(2'S,5R)-5-methyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one

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