(3S,3aR,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-one

Base Information

Chemical Name:(3S,3aR,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-one
CAS No.:123190-82-9
Molecular Formula:C₂₅H₃₁NO₄SeSi
Molecular Weight:516.571
Hs Code.:

Synonyms:(3S,3aR,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-one

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Chemical Property of (3S,3aR,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-one

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Technology Process of (3S,3aR,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-one

There total 6 articles about (3S,3aR,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-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: 78.0%

: 5707-04-0
Phenylselenyl chloride

: 123190-78-3
(3R,3aS,7aR)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-3-trimethylsilanyloxy-octahydro-indol-4-one

: 123190-82-9
(3S,3aR,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-one

Guidance literature:: In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0040-4039(01)80272-0

Reference yield:

: 57134-53-9
3,4-methylenedioxyphenylethyne

: 123190-82-9
(3S,3aR,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-one

Guidance literature:: Multi-step reaction with 5 steps

2: 94 percent / copper(II)triflate / tetrahydrofuran / 2 h / Heating

3: 1) HBF₃*Et₂O, 2) 30percent H₂O₂, KF / 1) CH₂Cl₂, room temp., 2 h, 2) DMF, 60 deg C, 7 h

4: 95 percent / NEt₃ / CH₂Cl₂ / 1 h / 0 °C

5: 78 percent / CH₂Cl₂ / 1 h / 0 °C

With tetrafluoroboric acid diethyl ether; potassium fluoride; dihydrogen peroxide; copper(II) bis(trifluoromethanesulfonate); triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(01)80272-0

Reference yield:

: 87014-62-8
2-cyclopentanone

: 123190-82-9
(3S,3aR,5S,7aS)-3a-Benzo[1,3]dioxol-5-yl-1-methyl-5-phenylselanyl-3-trimethylsilanyloxy-octahydro-indol-4-one

Guidance literature:: Multi-step reaction with 5 steps

2: 94 percent / copper(II)triflate / tetrahydrofuran / 2 h / Heating

3: 1) HBF₃*Et₂O, 2) 30percent H₂O₂, KF / 1) CH₂Cl₂, room temp., 2 h, 2) DMF, 60 deg C, 7 h

4: 95 percent / NEt₃ / CH₂Cl₂ / 1 h / 0 °C

5: 78 percent / CH₂Cl₂ / 1 h / 0 °C

With tetrafluoroboric acid diethyl ether; potassium fluoride; dihydrogen peroxide; copper(II) bis(trifluoromethanesulfonate); triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(01)80272-0