(Z)-(2R,3S,9R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-9-((E)-2-methyl-buta-1,3-dienyl)-2,3,4,7,8,9-hexahydro-oxonine

Base Information

Chemical Name:(Z)-(2R,3S,9R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-9-((E)-2-methyl-buta-1,3-dienyl)-2,3,4,7,8,9-hexahydro-oxonine
CAS No.:749924-33-2
Molecular Formula:C₄₆H₅₈O₃Si₂
Molecular Weight:715.136
Hs Code.:

Synonyms:(Z)-(2R,3S,9R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-9-((E)-2-methyl-buta-1,3-dienyl)-2,3,4,7,8,9-hexahydro-oxonine

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Chemical Property of (Z)-(2R,3S,9R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-9-((E)-2-methyl-buta-1,3-dienyl)-2,3,4,7,8,9-hexahydro-oxonine

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Technology Process of (Z)-(2R,3S,9R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-9-((E)-2-methyl-buta-1,3-dienyl)-2,3,4,7,8,9-hexahydro-oxonine

There total 6 articles about (Z)-(2R,3S,9R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-9-((E)-2-methyl-buta-1,3-dienyl)-2,3,4,7,8,9-hexahydro-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: 100.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 749924-32-1
(E)-3-[(Z)-(2R,8S,9R)-8-(tert-Butyl-diphenyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxymethyl)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-2-methyl-propenal

: 749924-33-2
(Z)-(2R,3S,9R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-9-((E)-2-methyl-buta-1,3-dienyl)-2,3,4,7,8,9-hexahydro-oxonine

Guidance literature:: With n-butyllithium; at -78 ℃; for 2h;
DOI:10.1055/s-2004-825627

Reference yield:

: 148903-89-3
(Z)-(8S,9R)-8-tert-butyldiphenylsilyloxy-9-tert-butyldiphenylsilyloxymethyl-2,3,4,7,8,9-hexahydro-oxonin-2-one

: 749924-33-2
(Z)-(2R,3S,9R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-9-((E)-2-methyl-buta-1,3-dienyl)-2,3,4,7,8,9-hexahydro-oxonine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 83 percent / toluene / 0.5 h / 110 °C

2.1: tetrahydrofuran

2.2: 52 percent / LiAlH₄ / tetrahydrofuran / -78 °C

3.1: m-CPBA / tetrahydrofuran

3.2: NaOAc / tetrahydrofuran

4.1: K₂CO₃ / methanol; CH₂Cl₂ / 16 h

5.1: 62 percent / toluene / 110 °C

6.1: 100 percent / n-BuLi / 2 h / -78 °C

With n-butyllithium; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.1: Petasis methylenation / 3.2: Pummerer rearrangement / 5.1: Wittig reaction / 6.1: Wittig methylenation;
DOI:10.1055/s-2004-825627

Reference yield:

: 749924-31-0
(2R,5Z,8S,9R)-8-(tert-butyldiphenylsilanyloxy)-9-(tert-butyldiphenylsilanyloxymethyl)-2,3,4,7,8,9-hexahydrooxonine-2-carbaldehyde

: 749924-33-2
(Z)-(2R,3S,9R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-9-((E)-2-methyl-buta-1,3-dienyl)-2,3,4,7,8,9-hexahydro-oxonine

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / toluene / 110 °C

2: 100 percent / n-BuLi / 2 h / -78 °C

With n-butyllithium; In toluene; 1: Wittig reaction / 2: Wittig methylenation;
DOI:10.1055/s-2004-825627