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

Base Information

Chemical Name:(4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethylhept-1-yn-3-one
CAS No.:1185750-31-5
Molecular Formula:C₂₅H₃₂O₃Si
Molecular Weight:408.613
Hs Code.:

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

Suppliers and Price of (4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethylhept-1-yn-3-one

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

Chemical Property:

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Technology Process of (4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethylhept-1-yn-3-one

There total 5 articles about (4R,5S,6S)-7-(tert-butyldiphenylsilyloxy)-5-hydroxy-4,6-dimethylhept-1-yn-3-one 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: 69.0%

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

: 4301-14-8
acetylenemagnesium bromide

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

Guidance literature:: In tetrahydrofuran; at -30 - 0 ℃; for 4h; Inert atmosphere;
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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

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

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

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