(Z,8S,9R)-8-tert-butyldiphenylsilanyloxy-9-vinyl-2,3,4,7,8,9-hexahydro-oxonin-2-one

Base Information

• Chemical Name: (Z,8S,9R)-8-tert-butyldiphenylsilanyloxy-9-vinyl-2,3,4,7,8,9-hexahydro-oxonin-2-one
• CAS No.: 1033037-00-1
• Molecular Formula: C₂₆H₃₂O₃Si
• Molecular Weight: 420.624

Synonyms:(Z,8S,9R)-8-tert-butyldiphenylsilanyloxy-9-vinyl-2,3,4,7,8,9-hexahydro-oxonin-2-one

Chemical Property of (Z,8S,9R)-8-tert-butyldiphenylsilanyloxy-9-vinyl-2,3,4,7,8,9-hexahydro-oxonin-2-one

Chemical Property:

Purity/Quality:

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Technology Process of (Z,8S,9R)-8-tert-butyldiphenylsilanyloxy-9-vinyl-2,3,4,7,8,9-hexahydro-oxonin-2-one

There total 1 articles about (Z,8S,9R)-8-tert-butyldiphenylsilanyloxy-9-vinyl-2,3,4,7,8,9-hexahydro-oxonin-2-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: 98.0%

Methyltriphenylphosphonium bromide (1779-49-3) + (Z)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-9-oxo-2,3,4,7,8,9-hexahydro-oxonine-2-carbaldehyde (1017581-14-4) → (Z,8S,9R)-8-tert-butyldiphenylsilanyloxy-9-vinyl-2,3,4,7,8,9-hexahydro-oxonin-2-one (1033037-00-1)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - 20 ℃;

(Z)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-9-oxo-2,3,4,7,8,9-hexahydro-oxonine-2-carbaldehyde; In tetrahydrofuran; toluene; at -78 - 20 ℃;

DOI:10.1002/chem.200701567

Reference yield: 86.0%

Tebbe's reagent + (Z,8S,9R)-8-tert-butyldiphenylsilanyloxy-9-vinyl-2,3,4,7,8,9-hexahydro-oxonin-2-one (1033037-00-1) → (5Z,8S,9R)-8-(tert-butyldiphenylsilanyloxy)-2-methylene-9-vinyl-2,3,4,7,8,9-hexahydrooxonine (1172121-60-6)

Guidance literature:

With dmap; In tetrahydrofuran; toluene; at -50 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetasy.2009.03.010

Reference yield: 67.0%

(Z,8S,9R)-8-tert-butyldiphenylsilanyloxy-9-vinyl-2,3,4,7,8,9-hexahydro-oxonin-2-one (1033037-00-1) → (Z,8S,9R)-8-tert-butyldiphenylsilanyloxy-9-ethyl-3,4,8,9-tetrahydro-3H-oxonin-2-one (1033037-02-3) + (8S,9R)-8-tert-butyldiphenylsilanyloxy-9-ethyl-oxonan-2-one

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 0.333333h;

DOI:10.1002/chem.200701567

upstream raw materials:

Methyltriphenylphosphonium bromide

(Z)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-9-oxo-2,3,4,7,8,9-hexahydro-oxonine-2-carbaldehyde

Downstream raw materials:

(Z,8S,9R)-8-tert-butyldiphenylsilanyloxy-9-ethyl-3,4,8,9-tetrahydro-3H-oxonin-2-one

(5Z,8S,9R)-8-(tert-butyldiphenylsilanyloxy)-2-methylene-9-vinyl-2,3,4,7,8,9-hexahydrooxonine

(3S,5Z,8S,9R)-3-hydroxy-8-(tert-butyldiphenylsilanyloxy)-9-vinyl-2,3,4,7,8,9-hexahydrooxonin-2(7H)-one

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