(4R,5S,2Z)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-en-4-ol

Base Information

Chemical Name:(4R,5S,2Z)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-en-4-ol
CAS No.:476315-79-4
Molecular Formula:C₂₈H₄₄O₃Si₂
Molecular Weight:484.827
Hs Code.:

Synonyms:(4R,5S,2Z)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-en-4-ol

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Chemical Property of (4R,5S,2Z)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-en-4-ol

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Technology Process of (4R,5S,2Z)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-en-4-ol

There total 3 articles about (4R,5S,2Z)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-en-4-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: 90.0%

: 476315-78-3
(4R,5S)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-yn-4-ol

: 476315-79-4
(4R,5S,2Z)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-en-4-ol

Guidance literature:: With quinoline; hydrogen; Lindlar's catalyst; In methanol; at 20 ℃; for 1h; under 760 Torr;
DOI:10.1016/S0040-4039(02)01518-6

Reference yield:

: 88159-06-2
tert-butyl(diphenyl)(2-propynyloxy)silane

: 476315-79-4
(4R,5S,2Z)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-en-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: nBuLi; 12-Crown-4 / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: tetrahydrofuran; hexane / 4 h / -78 - 0 °C

2.1: H₂ / Pd/CaCO₃ / quinoline; methanol / 0.25 h / 20 °C / 760 Torr

With n-butyllithium; (1,4,7,10-tetraoxacyclododecane); hydrogen; Lindlar's catalyst; In tetrahydrofuran; quinoline; methanol; hexane;
DOI:10.1002/ejoc.200300647

Reference yield:

: 87727-28-4
(S)-2-tert-butyl-dimethyl-silanyloxy propanal

: 476315-79-4
(4R,5S,2Z)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-en-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: nBuLi; 12-Crown-4 / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: tetrahydrofuran; hexane / 4 h / -78 - 0 °C

2.1: H₂ / Pd/CaCO₃ / quinoline; methanol / 0.25 h / 20 °C / 760 Torr

With n-butyllithium; (1,4,7,10-tetraoxacyclododecane); hydrogen; Lindlar's catalyst; In tetrahydrofuran; quinoline; methanol; hexane;
DOI:10.1002/ejoc.200300647