(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

Base Information

Chemical Name:(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
CAS No.:749924-32-1
Molecular Formula:C₄₅H₅₆O₄Si₂
Molecular Weight:717.108
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 5 articles about (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 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: 62.0%

: 24720-64-7
2-(triphenylphosphoranylidene)propionaldehyde

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

: 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

Guidance literature:: In toluene; at 110 ℃;
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

: 749924-32-1
(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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 749924-30-9
(5Z,8S,9R)-8-(tert-butyldiphenylsilanyloxy)-9-(tert-butyldiphenylsilanyloxymethyl)-2-(phenylselenylmethyl)-2,3,4,7,8,9-hexahydrooxonine

: 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

Guidance literature:: Multi-step reaction with 3 steps

1.1: m-CPBA / tetrahydrofuran

1.2: NaOAc / tetrahydrofuran

2.1: K₂CO₃ / methanol; CH₂Cl₂ / 16 h

3.1: 62 percent / toluene / 110 °C

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.2: Pummerer rearrangement / 3.1: Wittig reaction;
DOI:10.1055/s-2004-825627