(R)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5R)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanol

Base Information

Chemical Name:(R)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5R)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanol
CAS No.:1138325-29-7
Molecular Formula:C₂₅H₃₄O₅Si
Molecular Weight:442.627
Hs Code.:

Synonyms:(R)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5R)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanol

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Chemical Property of (R)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5R)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanol

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Technology Process of (R)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5R)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanol

There total 4 articles about (R)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5R)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanol 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: 60.0%

: 1138325-28-6
(R)-1-((4S,5S)-5-((R)-1-(tert-butyldiphenylsilyloxy)-2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl methanesulfonate

: 1138325-29-7
(R)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5R)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanol

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 2h;
DOI:10.1021/jo900030p

Reference yield:

: 1138325-27-5
(R)-2-(benzyloxy)-1-((4S,5S)-5-((R)-2-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl methanesulfonate

: 1138325-29-7
(R)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5R)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 72 h / 3102.97 Torr

2: potassium carbonate / methanol / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; potassium carbonate; In methanol; ethanol;
DOI:10.1002/ejoc.201100968

Reference yield:

: 847659-89-6
(4S,4'S,5R,5'R)-5'-(tert-butyldiphenylsilyloxy)-2,2'-diphenyl-4,4'-bi(1,3-dioxan)-5-yl methanesulfonate

: 1138325-29-7
(R)-2-(tert-butyldiphenylsilyloxy)-1-((4R,5R)-2,2-dimethyl-5-((S)-oxiran-2-yl)-1,3-dioxolan-4-yl)ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2: camphor-10-sulfonic acid / acetone / 20 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / ethanol / 72 h / 3102.97 Torr

4: potassium carbonate / methanol / 20 °C / Inert atmosphere

With triethylsilane; palladium 10% on activated carbon; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; In methanol; ethanol; dichloromethane; acetone;
DOI:10.1002/ejoc.201100968