((1S,4R,5R,6S,7S,8R)-8-Benzyloxy-4-isopropenyl-4-methoxy-1,7-dimethyl-bicyclo[3.2.1]oct-6-ylmethoxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((1S,4R,5R,6S,7S,8R)-8-Benzyloxy-4-isopropenyl-4-methoxy-1,7-dimethyl-bicyclo[3.2.1]oct-6-ylmethoxy)-tert-butyl-dimethyl-silane
CAS No.:138366-22-0
Molecular Formula:C₂₈H₄₆O₃Si
Molecular Weight:458.757
Hs Code.:

Synonyms:((1S,4R,5R,6S,7S,8R)-8-Benzyloxy-4-isopropenyl-4-methoxy-1,7-dimethyl-bicyclo[3.2.1]oct-6-ylmethoxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((1S,4R,5R,6S,7S,8R)-8-Benzyloxy-4-isopropenyl-4-methoxy-1,7-dimethyl-bicyclo[3.2.1]oct-6-ylmethoxy)-tert-butyl-dimethyl-silane

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Technology Process of ((1S,4R,5R,6S,7S,8R)-8-Benzyloxy-4-isopropenyl-4-methoxy-1,7-dimethyl-bicyclo[3.2.1]oct-6-ylmethoxy)-tert-butyl-dimethyl-silane

There total 8 articles about ((1S,4R,5R,6S,7S,8R)-8-Benzyloxy-4-isopropenyl-4-methoxy-1,7-dimethyl-bicyclo[3.2.1]oct-6-ylmethoxy)-tert-butyl-dimethyl-silane 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: 85.0%

: 138366-21-9
(1S,2S,5R,6R,7R,8S)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxymethyl)-2-isopropenyl-5,6-dimethyl-bicyclo[3.2.1]octan-2-ol

: 74-88-4
methyl iodide

: 138366-22-0
((1S,4R,5R,6S,7S,8R)-8-Benzyloxy-4-isopropenyl-4-methoxy-1,7-dimethyl-bicyclo[3.2.1]oct-6-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: With potassium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; ultrasonication;
DOI:10.1016/S0040-4039(00)93591-3

Reference yield:

: (1R,5R,6R,7R,8S)-8-Benzyloxy-7-hydroxymethyl-5,6-dimethyl-bicyclo[3.2.1]octan-2-ol

: 138366-22-0
((1S,4R,5R,6S,7S,8R)-8-Benzyloxy-4-isopropenyl-4-methoxy-1,7-dimethyl-bicyclo[3.2.1]oct-6-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / imidazole / dimethylformamide / 24 °C

2: 75 percent / Swern oxidation

3: 77 percent / tetrahydrofuran / -78 - 0 °C

4: 85 percent / KH / tetrahydrofuran; dimethylformamide / ultrasonication

With 1H-imidazole; potassium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)93591-3

Reference yield:

: 138366-16-2,138457-05-3
2-Methoxymethoxy-5,8-dimethyl-6-oxo-tricyclo[3.2.1.0^2,7]octane-1-carboxylic acid ethyl ester

: 138366-22-0
((1S,4R,5R,6S,7S,8R)-8-Benzyloxy-4-isopropenyl-4-methoxy-1,7-dimethyl-bicyclo[3.2.1]oct-6-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1: NaBH₄ / methanol / 0 °C

2: 94 percent / NaH / tetrahydrofuran; dimethylformamide / 25 °C

3: 91 percent / 36percent HCl / ethanol / 25 °C

4: 99 percent / K₂CO₃ / ethanol

5: 88 percent / LiAlH₄ / diethyl ether / 0 °C

6: 95 percent / imidazole / dimethylformamide / 24 °C

7: 75 percent / Swern oxidation

8: 77 percent / tetrahydrofuran / -78 - 0 °C

9: 85 percent / KH / tetrahydrofuran; dimethylformamide / ultrasonication

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; potassium hydride; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)93591-3