[(Z)-(2S,3R,8R,9S)-3-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

Base Information

Chemical Name:[(Z)-(2S,3R,8R,9S)-3-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol
CAS No.:140170-17-8
Molecular Formula:C₃₄H₄₄O₄Si
Molecular Weight:544.806
Hs Code.:

Synonyms:[(Z)-(2S,3R,8R,9S)-3-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

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Chemical Property of [(Z)-(2S,3R,8R,9S)-3-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

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Technology Process of [(Z)-(2S,3R,8R,9S)-3-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

There total 11 articles about [(Z)-(2S,3R,8R,9S)-3-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol 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: 75.0%

: 140170-22-5
tert-Butyl-((Z)-(4aS,6S,7R,11aR)-6-ethyl-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-yloxy)-diphenyl-silane

: 140170-17-8
[(Z)-(2S,3R,8R,9S)-3-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; for 96h; Ambient temperature;
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

: 140170-17-8
[(Z)-(2S,3R,8R,9S)-3-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

Guidance literature:: Multi-step reaction with 8 steps

2: 98 percent / NEt₃ / tetrahydrofuran

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

4: 99 percent / Bu₄NF / tetrahydrofuran

5: 100 percent / NH₄Cl / 60 °C

7: 92 percent / p-TsOH / benzene / 19 h / Heating

8: 75 percent / DIBAL / CH₂Cl₂ / 96 h / Ambient temperature

With dmap; sodium hydroxide; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; ammonium chloride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)92339-6

Reference yield:

: 140170-18-9
(Z,3R,8R,9S)-8-tert-butyldiphenylsilanyloxy-9-ethyl-3-hydroxy-4,7,8,9-tetrahydro-3H-oxonin-2-one

: 140170-17-8
[(Z)-(2S,3R,8R,9S)-3-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / NEt₃ / tetrahydrofuran

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

3: 99 percent / Bu₄NF / tetrahydrofuran

4: 100 percent / NH₄Cl / 60 °C

6: 92 percent / p-TsOH / benzene / 19 h / Heating

7: 75 percent / DIBAL / CH₂Cl₂ / 96 h / Ambient temperature

With dmap; sodium hydroxide; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; ammonium chloride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)92339-6