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

Base Information

Chemical Name:(1S,3S,4S,6S,7S,8R,9R)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-8,9-epoxybicyclo[4,4,0]decane
CAS No.:215026-28-1
Molecular Formula:C₃₆H₃₈O₄Si
Molecular Weight:562.781
Hs Code.:

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

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

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

There total 14 articles about (1S,3S,4S,6S,7S,8R,9R)-3,4-diphenyl-2,5-dioxa-7-tert-butyldiphenylsilyloxy-8,9-epoxybicyclo[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: 51.0%

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

: 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

: tert-Butyl-((1aS,2aS,4S,5S,6aS,7S,7aS)-4,5-diphenyl-octahydro-1,3,6-trioxa-cyclopropa[b]naphthalen-7-yloxy)-diphenyl-silane

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 20h; Heating;
DOI:10.1039/a804072i

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

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;
DOI:10.1016/j.tet.2005.01.003

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / imidazole / dimethylformamide / 14 h / 80 °C

2: 51 percent / mCPBA; NaHCO₃ / CH₂Cl₂ / 20 h / Heating

With 1H-imidazole; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.01.003