(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(3R)-3-phenylpentanoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

Base Information

Chemical Name:(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(3R)-3-phenylpentanoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide
CAS No.:500707-24-4
Molecular Formula:C₂₃H₂₈N₂O₄S
Molecular Weight:428.552
Hs Code.:

Synonyms:(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(3R)-3-phenylpentanoyl]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-[(3R)-3-phenylpentanoyl]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-[(3R)-3-phenylpentanoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

There total 5 articles about (-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(3R)-3-phenylpentanoyl]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: 80.0%

: 2386-64-3
ethylmagnesium 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

: (-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(3S)-3-phenylpentanoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

: 500707-24-4
(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(3R)-3-phenylpentanoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

Guidance literature:: In tetrahydrofuran; diethyl ether; at -80 - -60 ℃;
DOI:10.1016/S0957-4166(02)00465-2

Reference yield:

: 52147-97-4
trans 2-phenylethenesulfonyl chloride

: 500707-24-4
(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(3R)-3-phenylpentanoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

Guidance literature:: Multi-step reaction with 5 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

5.1: 80 percent / tetrahydrofuran; diethyl ether / -80 - -60 °C

With sodium hydride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; toluene; 5.1: asymmetric Grignard addition;
DOI:10.1016/S0957-4166(02)00465-2

Reference yield:

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

: 500707-24-4
(-)-(3S,3aR,6S,6aS)-1,6-dimethyl-3-phenyl-5-[(3R)-3-phenylpentanoyl]hexahydroisothiazolo[4,5-c]isoxazole 4,4-dioxide

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: NaH / toluene / 2 h

2.2: 85 percent / toluene / 18 h

3.1: 80 percent / tetrahydrofuran; diethyl ether / -80 - -60 °C

With sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; ethanol; toluene; 3.1: asymmetric Grignard addition;
DOI:10.1016/S0957-4166(02)00465-2