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

Base Information

Chemical Name:Acetic acid (1S,3S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methylene-cyclohexyl ester
CAS No.:195607-86-4
Molecular Formula:C₁₅H₂₈O₄Si
Molecular Weight:300.47
Hs Code.:

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

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

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Technology Process of Acetic acid (1S,3S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methylene-cyclohexyl ester

There total 1 articles about Acetic acid (1S,3S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methylene-cyclohexyl ester 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: 57.0%

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

: 195607-86-4
Acetic acid (1S,3S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methylene-cyclohexyl ester

Guidance literature:: With pyridine N-oxide; selenium(IV) oxide; In 1,4-dioxane; for 2h; Heating;
DOI:10.1021/jo970957t

Reference yield: 91.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 195607-86-4
Acetic acid (1S,3S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methylene-cyclohexyl ester

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

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 0.666667h;
DOI:10.1021/jo970957t

Reference yield:

: 195607-86-4
Acetic acid (1S,3S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methylene-cyclohexyl ester

: 189894-13-1
Trifluoro-methanesulfonic acid (3S,5S)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-cyclohex-1-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

2: 95 percent / K₂CO₃ / methanol / 2 h

3: 90 percent / Dess-Martin reagent / CH₂Cl₂

4: 41 percent / L-Selectride / tetrahydrofuran / -78 - 20 °C

With dmap; L-Selectride; potassium carbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo970957t