(3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{(2R,3Z)-1-[(4-nitrophenyl)methyl]-1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Base Information

Chemical Name:(3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{(2R,3Z)-1-[(4-nitrophenyl)methyl]-1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide
CAS No.:240408-64-4
Molecular Formula:C₂₇H₃₁N₃O₆S
Molecular Weight:525.626
Hs Code.:

(3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{(2R,3Z)-1-[(4-nitrophenyl)methyl]-1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Synonyms:(3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{(2R,3Z)-1-[(4-nitrophenyl)methyl]-1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

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Chemical Property of (3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{(2R,3Z)-1-[(4-nitrophenyl)methyl]-1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

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Technology Process of (3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{(2R,3Z)-1-[(4-nitrophenyl)methyl]-1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

There total 4 articles about (3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{(2R,3Z)-1-[(4-nitrophenyl)methyl]-1-oxo-3-[(phenylmethoxy)imino]propyl}-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:

: 100-11-8
1-bromomethyl-4-nitro-benzene

: (3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

: C₂₇H₃₁N₃O₆S

: C₂₇H₃₁N₃O₆S

: 240408-64-4
(3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{(2R,3Z)-1-[(4-nitrophenyl)methyl]-1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Guidance literature:: With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ol990688o

Reference yield:

: 100-11-8
1-bromomethyl-4-nitro-benzene

: (3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

: (3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{1-[(4-nitrophenyl)methyl]-1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

: 240408-64-4
(3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{(2R,3Z)-1-[(4-nitrophenyl)methyl]-1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Guidance literature:: With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; at 20 ℃; for 1h; Title compound not separated from byproducts.;
DOI:10.1039/b208823a

Reference yield:

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 240408-64-4
(3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-{(2R,3Z)-1-[(4-nitrophenyl)methyl]-1-oxo-3-[(phenylmethoxy)imino]propyl}-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / p-TsOH / tetrahydrofuran / 60 °C

2: 95 percent / Me₃Al / 1,2-dichloro-ethane; hexane / 9 h / Heating

3: Bu₄NBr; aq. NaOH / CH₂Cl₂ / 1 h / 20 °C

With sodium hydroxide; tetrabutylammomium bromide; trimethylaluminum; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1039/b208823a