<3aR-<1(4S^*,5R^*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Base Information

• Chemical Name: <3aR-<1(4S^*,5R^*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide
• CAS No.: 128358-33-8
• Molecular Formula: C₂₁H₂₆N₂O₄S
• Molecular Weight: 402.514
• Mol file: 128358-33-8.mol

Synonyms:

Chemical Property of <3aR-<1(4S^*,5R^*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <3aR-<1(4S^*,5R^*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

There total 4 articles about <3aR-<1(4S^*,5R^*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-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: 39.0%

(E)-1-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)but-2-en-1-one (94594-81-7) + benzohydroximoyl chloride (698-16-8) → <3aR-<1(4S*,5S*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (128358-32-7,128442-00-2,128442-03-5) + <3aR-<1(4R*,5R*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (128358-32-7,128442-00-2,128442-03-5) + <3aR-<1(4R*,5S*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (128358-33-8,128442-01-3) + <3aR-<1(4S*,5R*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (128358-33-8,128442-01-3)

Guidance literature:

With triethylamine; In diethyl ether; at 34 ℃; for 20h;

DOI:10.1021/jo00302a023

Reference yield: 39.0%

(E)-1-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)but-2-en-1-one (94594-81-7) + benzohydroximoyl chloride (698-16-8) → <3aR-<1(4S*,5S*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (128358-32-7,128442-00-2,128442-03-5) + <3aR-<1(4R*,5R*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (128358-32-7,128442-00-2,128442-03-5) + <3aR-<1(4R*,5S*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (128358-33-8,128442-01-3) + <3aR-<1(4S*,5R*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (128358-33-8,128442-01-3)

Guidance literature:

With triethylamine; In diethyl ether; at 34 ℃; for 20h;

DOI:10.1021/jo00302a023

Reference yield:

(+)-camphorsultam (108448-77-7,124224-04-0) → <3aR-<1(4R*,5S*),3aα,6α,7aβ>>-1-<(4,5-dihydro-4-methyl-3-phenyl-5-isoxazolyl)carbonyl>hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (128358-33-8,128442-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) toluene, 1 h, 25 deg C, 2.a) 18 h, b) 18 h, 45 deg C

2: Et₃N / diethyl ether / 20 h / 34 °C

With sodium hydride; triethylamine; In diethyl ether;

DOI:10.1021/jo00302a023

upstream raw materials:

(E)-1-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)but-2-en-1-one

benzohydroximoyl chloride

(+)-camphorsultam