(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(2E)-3-phenylprop-2-enoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

Base Information

Chemical Name:(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(2E)-3-phenylprop-2-enoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide
CAS No.:500707-20-0
Molecular Formula:C₂₁H₂₂N₂O₄S
Molecular Weight:398.483
Hs Code.:

Synonyms:(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(2E)-3-phenylprop-2-enoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

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Chemical Property of (-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(2E)-3-phenylprop-2-enoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

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Technology Process of (-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(2E)-3-phenylprop-2-enoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

There total 4 articles about (-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(2E)-3-phenylprop-2-enoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide 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: 85.0%

: 102-92-1,17082-09-6
Cinnamoyl chloride

: 500707-17-5
(+)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenylhexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

: 500707-20-0
(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(2E)-3-phenylprop-2-enoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

Guidance literature:: (+)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenylhexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide; With sodium hydride; In toluene; for 2h;

Cinnamoyl chloride; In toluene; for 18h;
DOI:10.1016/S0957-4166(02)00465-2

Reference yield:

: 52147-97-4
trans 2-phenylethenesulfonyl chloride

: 500707-20-0
(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(2E)-3-phenylprop-2-enoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / Et₃N / CH₂Cl₂ / 16.5 h / 0 - 25 °C

2.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂; H₂O / 0.5 h

3.1: 78 percent / Et₃N / ethanol / 24 h / Heating

4.1: NaH / toluene / 2 h

4.2: 85 percent / toluene / 18 h

With sodium hydride; Dess-Martin periodane; triethylamine; In ethanol; dichloromethane; water; toluene;
DOI:10.1016/S0957-4166(02)00465-2

Reference yield:

: 500707-14-2
(E)-(+)-N-[(1S)-1-methyl-2-oxoethyl]-2-phenylethylenesulfonamide

: 500707-20-0
(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(2E)-3-phenylprop-2-enoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 78 percent / Et₃N / ethanol / 24 h / Heating

2.1: NaH / toluene / 2 h

2.2: 85 percent / toluene / 18 h

With sodium hydride; triethylamine; In ethanol; toluene;
DOI:10.1016/S0957-4166(02)00465-2