1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-phenylpropan-1-one

Base Information

Chemical Name:1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-phenylpropan-1-one
CAS No.:127392-81-8
Molecular Formula:C₁₉H₂₅NO₃S
Molecular Weight:347.478
Hs Code.:

Synonyms:1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-phenylpropan-1-one

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Chemical Property of 1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-phenylpropan-1-one

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Technology Process of 1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-phenylpropan-1-one

There total 3 articles about 1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-phenylpropan-1-one 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: 91.0%

: 645-45-4
hydrocinnamic acid chloride

: 94594-90-8,124224-04-0
(2R)-bornane-10,2-sultam

: 127392-81-8
1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-phenylpropan-1-one

Guidance literature:: With sodium hydride; In toluene; at 20 ℃;
DOI:10.1002/hlca.200490174

Reference yield:

: (R)-3-(3,4-dimethoxyphenyl)-1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)-2-hydroxypropan-1-one

: 127392-81-8
1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-phenylpropan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanol / dichloromethane / 0.5 h / 0 °C / Cooling with ice

2.1: sodium hydride / toluene; mineral oil / 0.5 h / 20 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

With methanol; sodium hydride; In dichloromethane; toluene; mineral oil;
DOI:10.1021/acs.joc.6b00068

Reference yield:

: 3-(3,4-dimethoxyphenyl)-1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-propan-1-one

: 127392-81-8
1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-phenylpropan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 4 h / -78 °C / Inert atmosphere

2.1: methanol / dichloromethane / 0.5 h / 0 °C / Cooling with ice

3.1: sodium hydride / toluene; mineral oil / 0.5 h / 20 °C / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

With methanol; sodium hexamethyldisilazane; sodium hydride; In tetrahydrofuran; dichloromethane; toluene; mineral oil;
DOI:10.1021/acs.joc.6b00068