(3S,4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethylhept-1-yne-3,5-diol

Base Information

Chemical Name:(3S,4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethylhept-1-yne-3,5-diol
CAS No.:1185750-53-1
Molecular Formula:C₂₅H₃₄O₃Si
Molecular Weight:410.629
Hs Code.:

Synonyms:(3S,4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethylhept-1-yne-3,5-diol

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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 (3S,4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethylhept-1-yne-3,5-diol

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Technology Process of (3S,4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethylhept-1-yne-3,5-diol

There total 6 articles about (3S,4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethylhept-1-yne-3,5-diol 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: 92.0%

: 1185750-31-5
(4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethylhept-1-yn-3-one

: 1185750-53-1
(3S,4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethylhept-1-yne-3,5-diol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2009.04.073

Reference yield:

: 1158955-70-4
(2R,3S,4S)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-N-methoxy-N,2,4-trimethylpentanamide

: 1185750-53-1
(3S,4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethylhept-1-yne-3,5-diol

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 4 h / -30 - 0 °C / Inert atmosphere

2: diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

With diisobutylaluminium hydride; In tetrahydrofuran; hexane;
DOI:10.1016/j.tet.2009.04.073

Reference yield:

: 95514-03-7
(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionic acid methyl ester

: 1185750-53-1
(3S,4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethylhept-1-yne-3,5-diol

Guidance literature:: Multi-step reaction with 5 steps

1: diisobutylaluminium hydride / dichloromethane

2: di-n-butylboryl trifluoromethanesulfonate; triethylamine / dichloromethane

3: trimethylaluminum / tetrahydrofuran / -78 - 0 °C / Inert atmosphere

4: tetrahydrofuran / 4 h / -30 - 0 °C / Inert atmosphere

5: diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

With di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.tet.2009.04.073