ethyl (6S,7R)-6-tert-butyldiphenylsilyloxy-7,8-(cyclohexylidenedioxy)octanoate

Base Information

Chemical Name:ethyl (6S,7R)-6-tert-butyldiphenylsilyloxy-7,8-(cyclohexylidenedioxy)octanoate
CAS No.:1312759-11-7
Molecular Formula:C₃₂H₄₆O₅Si
Molecular Weight:538.8
Hs Code.:

Synonyms:ethyl (6S,7R)-6-tert-butyldiphenylsilyloxy-7,8-(cyclohexylidenedioxy)octanoate

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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 ethyl (6S,7R)-6-tert-butyldiphenylsilyloxy-7,8-(cyclohexylidenedioxy)octanoate

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Technology Process of ethyl (6S,7R)-6-tert-butyldiphenylsilyloxy-7,8-(cyclohexylidenedioxy)octanoate

There total 7 articles about ethyl (6S,7R)-6-tert-butyldiphenylsilyloxy-7,8-(cyclohexylidenedioxy)octanoate 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: 100.0%

: 1312759-10-6
ethyl (2E,6S,7R)-6-tert-butyldiphenylsilyloxy-7,8-(cyclohexylidenedioxy)octenoate

: 1312759-11-7
ethyl (6S,7R)-6-tert-butyldiphenylsilyloxy-7,8-(cyclohexylidenedioxy)octanoate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethanol; at 25 ℃; for 22h;
DOI:10.1016/j.tetasy.2011.02.008

Reference yield:

: 1312759-08-2
(4S,5R)-4-tert-butyldiphenylsilyloxy-5,6-(cyclohexylidenedioxy)hexan-1-ol

: 1312759-11-7
ethyl (6S,7R)-6-tert-butyldiphenylsilyloxy-7,8-(cyclohexylidenedioxy)octanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium acetate; pyridinium chlorochromate / dichloromethane / 3 h / 0 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.25 h / Inert atmosphere

2.2: 18 h / 0 - 25 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / ethanol / 22 h / 25 °C

With palladium 10% on activated carbon; hydrogen; sodium acetate; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; 2.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetasy.2011.02.008

Reference yield:

: 1197010-57-3
(2R,3S)-3-tert-butyldiphenylsilyloxy-1,2-(cyclohexylidenedioxy)hex-5-ene

: 1312759-11-7
ethyl (6S,7R)-6-tert-butyldiphenylsilyloxy-7,8-(cyclohexylidenedioxy)octanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

1.2: 15 h / 0 - 25 °C

2.1: sodium acetate; pyridinium chlorochromate / dichloromethane / 3 h / 0 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 0.25 h / Inert atmosphere

3.2: 18 h / 0 - 25 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / ethanol / 22 h / 25 °C

With dimethylsulfide borane complex; palladium 10% on activated carbon; hydrogen; sodium acetate; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; 3.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetasy.2011.02.008