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

Base Information

Chemical Name:(4R,5S)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-yn-4-ol
CAS No.:476315-78-3
Molecular Formula:C₂₈H₄₂O₃Si₂
Molecular Weight:482.811
Hs Code.:

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

Suppliers and Price of (4R,5S)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-yn-4-ol

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

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

There total 1 articles about (4R,5S)-5-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyloxy)hex-2-yn-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:

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

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

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

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

Guidance literature:: tert-butyl(diphenyl)(2-propynyloxy)silane; With n-butyllithium; (1,4,7,10-tetraoxacyclododecane); In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

(S)-2-tert-butyl-dimethyl-silanyloxy propanal; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 4h;
DOI:10.1002/ejoc.200300647

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:

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

: 476315-80-7
(2S,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-iodo-2-methyl-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

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

2: 68 percent / iodine monobromide; sodium hydrogen carbonate / acetonitrile / 3.5 h / -10 °C

With hydrogen; iodine(I) bromide; sodium hydrogencarbonate; Lindlar's catalyst; In quinoline; methanol; acetonitrile;
DOI:10.1002/ejoc.200300647