(1S,5R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxabicyclo[3.1.0]hexan-2-ol

Base Information

Chemical Name:(1S,5R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxabicyclo[3.1.0]hexan-2-ol
CAS No.:917483-13-7
Molecular Formula:C₂₂H₂₈O₃Si
Molecular Weight:368.548
Hs Code.:

Synonyms:(1S,5R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxabicyclo[3.1.0]hexan-2-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,5R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxabicyclo[3.1.0]hexan-2-ol

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Technology Process of (1S,5R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxabicyclo[3.1.0]hexan-2-ol

There total 4 articles about (1S,5R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxabicyclo[3.1.0]hexan-2-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: 97.0%

: (1S,5R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxa-bicyclo[3.1.0]hexan-2-one

: 917483-13-7
(1S,5R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxabicyclo[3.1.0]hexan-2-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1080/15257770701615599 DOI:10.1039/b612537a

Reference yield:

: 105-53-3
diethyl malonate

: 917483-13-7
(1S,5R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxabicyclo[3.1.0]hexan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium / ethanol / 0.08 h / 0 °C / Inert atmosphere

1.2: 20 h / 80 °C / Inert atmosphere

2.1: sodium hydroxide / ethanol / 16 h / 20 °C / Inert atmosphere

2.2: 3 h / Reflux; Inert atmosphere

3.1: 1H-imidazole / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / -78 °C / Inert atmosphere

With 1H-imidazole; sodium; diisobutylaluminium hydride; sodium hydroxide; In ethanol; hexane; dichloromethane;
DOI:10.1016/j.bmc.2011.05.026

Reference yield:

: 145032-58-2
ethyl (1S,5R)-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylate

: 917483-13-7
(1S,5R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-oxabicyclo[3.1.0]hexan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / ethanol / 16 h / 20 °C / Inert atmosphere

1.2: 3 h / Reflux; Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / -78 °C / Inert atmosphere

With 1H-imidazole; diisobutylaluminium hydride; sodium hydroxide; In ethanol; hexane; dichloromethane;
DOI:10.1016/j.bmc.2011.05.026