(1S,3S,4S,6S,7S,8S,9S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-9-phenylselenobicyclo[4,4,0]decan-8-ol

Base Information

Chemical Name:(1S,3S,4S,6S,7S,8S,9S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-9-phenylselenobicyclo[4,4,0]decan-8-ol
CAS No.:849596-45-8
Molecular Formula:C₄₂H₄₄O₄SeSi
Molecular Weight:719.854
Hs Code.:

Synonyms:(1S,3S,4S,6S,7S,8S,9S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-9-phenylselenobicyclo[4,4,0]decan-8-ol

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Chemical Property of (1S,3S,4S,6S,7S,8S,9S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-9-phenylselenobicyclo[4,4,0]decan-8-ol

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Technology Process of (1S,3S,4S,6S,7S,8S,9S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-9-phenylselenobicyclo[4,4,0]decan-8-ol

There total 16 articles about (1S,3S,4S,6S,7S,8S,9S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-9-phenylselenobicyclo[4,4,0]decan-8-ol 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: 83.0%

: 1666-13-3
diphenyl diselenide

: 215026-28-1
(1S,3S,4S,6S,7S,8R,9R)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-8,9-epoxybicyclo[4,4,0]decane

: 849596-45-8
(1S,3S,4S,6S,7S,8S,9S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-9-phenylselenobicyclo[4,4,0]decan-8-ol

Guidance literature:: With sodium tetrahydroborate; In butan-1-ol; for 24h; Heating;
DOI:10.1016/j.tet.2005.01.003

Reference yield:

: 215026-15-6
(1S,3S,4S,6S,7S)-3,4-diphenyl-7-phenylseleno-2,5-dioxabicyclo[4,4,0]decane

: 849596-45-8
(1S,3S,4S,6S,7S,8S,9S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-9-phenylselenobicyclo[4,4,0]decan-8-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / NaIO₄; NaHCO₃ / methanol; H₂O / 48 h / 90 °C

2: 89 percent / dimethyldioxirane / acetone / 3 h / 0 °C

3: NaBH₄ / ethanol / 4 h / Heating

4: 97 mg / H₂O₂ / ethanol; tetrahydrofuran / Heating

5: 87 percent / imidazole / dimethylformamide / 14 h / 80 °C

6: 51 percent / mCPBA; NaHCO₃ / CH₂Cl₂ / 20 h / Heating

7: 83 percent / NaBH₄ / butan-1-ol / 24 h / Heating

With 1H-imidazole; sodium tetrahydroborate; sodium periodate; dihydrogen peroxide; 3,3-dimethyldioxirane; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; butan-1-ol;
DOI:10.1016/j.tet.2005.01.003

Reference yield:

: 215026-27-0
(1S,3S,4S,6S,7S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxybicyclo[4,4,0]dec-8-ene

: 849596-45-8
(1S,3S,4S,6S,7S,8S,9S)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-9-phenylselenobicyclo[4,4,0]decan-8-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 51 percent / mCPBA; NaHCO₃ / CH₂Cl₂ / 20 h / Heating

2: 83 percent / NaBH₄ / butan-1-ol / 24 h / Heating

With sodium tetrahydroborate; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; butan-1-ol;
DOI:10.1016/j.tet.2005.01.003