(+/-)-(Z,3R,8R,9S)-3-tert-butyldimethylsilyloxy-8-tert-butyldiphenylsilanyloxy-9-ethyl-2-methylene-2,3,4,7,8,9-hexahydro-3H-oxonine

Base Information

Chemical Name:(+/-)-(Z,3R,8R,9S)-3-tert-butyldimethylsilyloxy-8-tert-butyldiphenylsilanyloxy-9-ethyl-2-methylene-2,3,4,7,8,9-hexahydro-3H-oxonine
CAS No.:140198-54-5
Molecular Formula:C₃₃H₅₀O₃Si₂
Molecular Weight:550.929
Hs Code.:

Synonyms:(+/-)-(Z,3R,8R,9S)-3-tert-butyldimethylsilyloxy-8-tert-butyldiphenylsilanyloxy-9-ethyl-2-methylene-2,3,4,7,8,9-hexahydro-3H-oxonine

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Chemical Property of (+/-)-(Z,3R,8R,9S)-3-tert-butyldimethylsilyloxy-8-tert-butyldiphenylsilanyloxy-9-ethyl-2-methylene-2,3,4,7,8,9-hexahydro-3H-oxonine

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Technology Process of (+/-)-(Z,3R,8R,9S)-3-tert-butyldimethylsilyloxy-8-tert-butyldiphenylsilanyloxy-9-ethyl-2-methylene-2,3,4,7,8,9-hexahydro-3H-oxonine

There total 5 articles about (+/-)-(Z,3R,8R,9S)-3-tert-butyldimethylsilyloxy-8-tert-butyldiphenylsilanyloxy-9-ethyl-2-methylene-2,3,4,7,8,9-hexahydro-3H-oxonine 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: 94.0%

: Tebbe's reagent

: 140170-19-0
(+/-)-(Z,3R,8R,9S)-3-tert-butyldimethylsilyloxy-8-tert-butyldiphenylsilanyloxy-9-ethyl-4,7,8,9-tetrahydro-3H-oxonin-2-one

: 140198-54-5
(+/-)-(Z,3R,8R,9S)-3-tert-butyldimethylsilyloxy-8-tert-butyldiphenylsilanyloxy-9-ethyl-2-methylene-2,3,4,7,8,9-hexahydro-3H-oxonine

Guidance literature:: With dmap; In tetrahydrofuran; toluene; at -40 - 20 ℃;
DOI:10.1002/chem.200701567

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 140198-54-5
(+/-)-(Z,3R,8R,9S)-3-tert-butyldimethylsilyloxy-8-tert-butyldiphenylsilanyloxy-9-ethyl-2-methylene-2,3,4,7,8,9-hexahydro-3H-oxonine

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / imidazole / dimethylformamide / 60 °C

2: 1) DMAP, 2) NaOH / 1) THF, toluene, -40 deg C to RT, 2.5h, 2) -15 deg C to RT

With 1H-imidazole; dmap; sodium hydroxide; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)92339-6

Reference yield:

: 137360-01-1,140225-16-7
(Z)-(8R,9S)-8-(tert-Butyl-diphenyl-silanyloxy)-9-ethyl-4,7,8,9-tetrahydro-3H-oxonin-2-one

: 140198-54-5
(+/-)-(Z,3R,8R,9S)-3-tert-butyldimethylsilyloxy-8-tert-butyldiphenylsilanyloxy-9-ethyl-2-methylene-2,3,4,7,8,9-hexahydro-3H-oxonine

Guidance literature:: Multi-step reaction with 3 steps

2: 98 percent / imidazole / dimethylformamide / 60 °C

3: 1) DMAP, 2) NaOH / 1) THF, toluene, -40 deg C to RT, 2.5h, 2) -15 deg C to RT

With 1H-imidazole; dmap; sodium hydroxide; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)92339-6