(1R,2S,3R,6R,7R,9S)-(-)-1,2-epoxy-3-phenylselenyl-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]decane

Base Information

Chemical Name:(1R,2S,3R,6R,7R,9S)-(-)-1,2-epoxy-3-phenylselenyl-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]decane
CAS No.:902798-88-3
Molecular Formula:C₂₃H₃₆OSeSi
Molecular Weight:435.584
Hs Code.:

Synonyms:(1R,2S,3R,6R,7R,9S)-(-)-1,2-epoxy-3-phenylselenyl-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]decane

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Chemical Property of (1R,2S,3R,6R,7R,9S)-(-)-1,2-epoxy-3-phenylselenyl-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]decane

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Technology Process of (1R,2S,3R,6R,7R,9S)-(-)-1,2-epoxy-3-phenylselenyl-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]decane

There total 5 articles about (1R,2S,3R,6R,7R,9S)-(-)-1,2-epoxy-3-phenylselenyl-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]decane 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: 71.0%

: 902798-87-2
(1R,2S,3S,6R,7R,9S)-(-)-1,2-epoxy-9-isopropyl-6-methyl-7-(trimethylsilyl)bicyclo[4.4.0]decan-3-ol

: 1666-13-3
diphenyl diselenide

: 902798-88-3
(1R,2S,3R,6R,7R,9S)-(-)-1,2-epoxy-3-phenylselenyl-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]decane

Guidance literature:: diphenyl diselenide; With sodium tetrahydroborate; acetic acid; In N,N-dimethyl-formamide;

(1R,2S,3S,6R,7R,9S)-(-)-1,2-epoxy-9-isopropyl-6-methyl-7-(trimethylsilyl)bicyclo[4.4.0]decan-3-ol; In N,N-dimethyl-formamide; for 24h;
DOI:10.1021/jo060643i

Reference yield:

: 871228-13-6
(7S,9R,10R)-3-oxo-9-trimethylsilyl-15-nor-4-eudesmene

: 902798-88-3
(1R,2S,3R,6R,7R,9S)-(-)-1,2-epoxy-3-phenylselenyl-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]decane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / NaBH₄ / methanol / 1 h / 0 °C

2.1: diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 °C

3.1: 198 mg / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

4.1: 44 percent / Ti(i-PrO)4; t-BuOOH; di-tert-butylperoxide / benzene / 3 h

5.1: NaBH₄; AcOH / dimethylformamide

5.2: 71 percent / dimethylformamide / 24 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium aluminium tetrahydride; di-tert-butyl peroxide; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo060643i

Reference yield:

: 902798-85-0
(3S,6R,7R,9S)-(-)-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]dec-1-en-3-ol

: 902798-88-3
(1R,2S,3R,6R,7R,9S)-(-)-1,2-epoxy-3-phenylselenyl-9-isopropyl-6-methyl-7-trimethylsilylbicyclo[4.4.0]decane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 44 percent / Ti(i-PrO)4; t-BuOOH; di-tert-butylperoxide / benzene / 3 h

2.1: NaBH₄; AcOH / dimethylformamide

2.2: 71 percent / dimethylformamide / 24 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; di-tert-butyl peroxide; acetic acid; In N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo060643i