(-)-(2S,3R)-3--1,2-benzisothiazole 1,1-dioxide oxide

Base Information

Chemical Name:(-)-(2S,3R)-3--1,2-benzisothiazole 1,1-dioxide oxide
CAS No.:131759-34-7
Molecular Formula:C₁₈H₁₉NO₄S
Molecular Weight:345.419
Hs Code.:

(-)-(2S,3R)-3-<o-(S)-(2-methylbutoxy)phenyl>-1,2-benzisothiazole 1,1-dioxide oxide

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Chemical Property of (-)-(2S,3R)-3--1,2-benzisothiazole 1,1-dioxide oxide

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Technology Process of (-)-(2S,3R)-3--1,2-benzisothiazole 1,1-dioxide oxide

There total 8 articles about (-)-(2S,3R)-3--1,2-benzisothiazole 1,1-dioxide oxide 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: 18.0%

: 131759-32-5
(+)-3--1,2-benzisothiazole 1,1-dioxide

: 131759-34-7,131896-54-3
(+)-(2R,3S)-3--1,2-benzisothiazole 1,1-dioxide oxide

: 131759-34-7,131896-54-3
(-)-(2S,3R)-3--1,2-benzisothiazole 1,1-dioxide oxide

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1.5h; Yields of byproduct given;
DOI:10.1021/jo00002a056

Reference yield: 18.0%

: 131759-32-5
(+)-3--1,2-benzisothiazole 1,1-dioxide

: 131759-34-7,131896-54-3
(+)-(2R,3S)-3--1,2-benzisothiazole 1,1-dioxide oxide

: 131759-34-7,131896-54-3
(-)-(2S,3R)-3--1,2-benzisothiazole 1,1-dioxide oxide

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1.5h; Yields of byproduct given;
DOI:10.1021/jo00002a056

Reference yield:

: 1565-80-6
(2S)-2-methyl-1-butanol

: 131759-34-7,131896-54-3
(+)-(2R,3S)-3--1,2-benzisothiazole 1,1-dioxide oxide

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / triphenyl phosphite, iodine / CH₂Cl₂ / 1.) 0 degC, 2 h 2.) rt, 1 h

2: 1.) NaOH / 1.) aq. EtOH, reflux, 20 min 2.) aq. EtOH, reflux, 10 h

3: 1.) t-BuLi / 1.) n-hexane, a) -78 degC, 1/2 h b) -78 degC -> rt, 10-20 min 2.) THF, -78 degC, 4 h

4: 18 percent / 95percent m-CPBA / 1.5 h

With triphenyl phosphite; sodium hydroxide; iodine; tert.-butyl lithium; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo00002a056