(4aS,6R,7S,8R,8aS)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methylallyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

Base Information

Chemical Name:(4aS,6R,7S,8R,8aS)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methylallyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol
CAS No.:943226-56-0
Molecular Formula:C₃₅H₅₄O₅Si₂
Molecular Weight:610.982
Hs Code.:

Synonyms:(4aS,6R,7S,8R,8aS)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methylallyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

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Chemical Property of (4aS,6R,7S,8R,8aS)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methylallyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

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Technology Process of (4aS,6R,7S,8R,8aS)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methylallyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

There total 9 articles about (4aS,6R,7S,8R,8aS)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methylallyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-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: 96.0%

: 943226-54-8
(8R,8aR)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-4,4a,8,8a-tetrahydro-1,3,5-trioxa-2-sila-naphthalene

: 5674-01-1
2-methylallylmagnesium chloride

: 943226-56-0
(4aS,6R,7S,8R,8aS)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methylallyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

Guidance literature:: With 3,3-dimethyldioxirane; In diethyl ether; dichloromethane; at -78 ℃; for 0.25h;
DOI:10.1021/ol0707970

Reference yield:

: 944798-21-4
C₃₀H₄₄O₄Si₂

: 943226-56-0
(4aS,6R,7S,8R,8aS)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methylallyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

1.2: 100 percent / tetrahydrofuran; pentane / -78 - 20 °C

2.1: 96 percent / dimethyl dioxirane / CH₂Cl₂; diethyl ether / 0.25 h / -78 °C

With tert.-butyl lithium; 3,3-dimethyldioxirane; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1021/ol0707970

Reference yield:

: 943226-48-0
acetic acid 3,4,5-triacetoxy-6-phrnylsulfanyl-tetrahydropyran-2-ylmethyl ester

: 943226-56-0
(4aS,6R,7S,8R,8aS)-2,2-di-tert-butyl-8-(tert-butyl-diphenyl-silanyloxy)-6-methyl-6-(2-methylallyl)-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaOMe / methanol; CH₂Cl₂ / 3.5 h / 0 °C

2.1: 78 percent / pyridine / dimethylformamide / -40 °C

3.1: 90 percent / KOBu-t / tetrahydrofuran / 0.5 h / 0 °C

4.1: 77 percent / lithium naphthalenide / tetrahydrofuran / -78 - -10 °C

5.1: 89 percent / imidazole / dimethylformamide / 12 h / 20 °C

6.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

6.2: 100 percent / tetrahydrofuran; pentane / -78 - 20 °C

7.1: 96 percent / dimethyl dioxirane / CH₂Cl₂; diethyl ether / 0.25 h / -78 °C

With pyridine; 1H-imidazole; potassium tert-butylate; tert.-butyl lithium; sodium methylate; 3,3-dimethyldioxirane; naphthalen-1-yl-lithium; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ol0707970