(1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexanol

Base Information

Chemical Name:(1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexanol
CAS No.:195607-88-6
Molecular Formula:C₁₉H₄₀O₃Si₂
Molecular Weight:372.696
Hs Code.:

Synonyms:(1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexanol

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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,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexanol

Chemical Property:

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Technology Process of (1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexanol

There total 4 articles about (1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexanol 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: 95.0%

: 195607-87-5
Acetic acid (1S,3S,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexyl ester

: (1R,3R,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexanol

: 195607-88-6
(1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexanol

Guidance literature:: With potassium carbonate; In methanol; for 2h; Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo970957t

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 195607-88-6
(1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / DIPEA, DMAP / CH₂Cl₂ / 0.67 h / -78 °C

2: 95 percent / K₂CO₃ / methanol / 2 h

With dmap; potassium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/jo970957t

Reference yield:

: 195607-85-3
Acetic acid (1S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexyl ester

: 195607-88-6
(1S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

1: 57 percent / SeO₂, pyridine N-oxide / dioxane / 2 h / Heating

2: 91 percent / DIPEA, DMAP / CH₂Cl₂ / 0.67 h / -78 °C

3: 95 percent / K₂CO₃ / methanol / 2 h

With pyridine N-oxide; dmap; selenium(IV) oxide; potassium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jo970957t