(Z)-(S)-5-[1-(tert-Butyl-diphenyl-silanyloxymethyl)-vinyl]-2-[(E)-4-methyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-enyl]-non-2-ene-1,8-diol

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Chemical Name:(Z)-(S)-5-[1-(tert-Butyl-diphenyl-silanyloxymethyl)-vinyl]-2-[(E)-4-methyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-enyl]-non-2-ene-1,8-diol
CAS No.:905458-50-6
Molecular Formula:C₄₁H₆₂O₅Si
Molecular Weight:663.026
Hs Code.:

Synonyms:(Z)-(S)-5-[1-(tert-Butyl-diphenyl-silanyloxymethyl)-vinyl]-2-[(E)-4-methyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-enyl]-non-2-ene-1,8-diol

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Chemical Property of (Z)-(S)-5-[1-(tert-Butyl-diphenyl-silanyloxymethyl)-vinyl]-2-[(E)-4-methyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-enyl]-non-2-ene-1,8-diol

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Technology Process of (Z)-(S)-5-[1-(tert-Butyl-diphenyl-silanyloxymethyl)-vinyl]-2-[(E)-4-methyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-enyl]-non-2-ene-1,8-diol

There total 6 articles about (Z)-(S)-5-[1-(tert-Butyl-diphenyl-silanyloxymethyl)-vinyl]-2-[(E)-4-methyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-enyl]-non-2-ene-1,8-diol 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: 67.0%

: 636603-07-1
8-(tert-butyl-dimethyl-silanyloxymethyl)-5-[1-(tert-butyl-diphenyl-silanyloxymethyl)-vinyl]-12-methyl-15-(tetrahydro-pyran-2-yloxy)-pentadeca-7,11-dien-2-ol

: 905458-50-6
(Z)-(S)-5-[1-(tert-Butyl-diphenyl-silanyloxymethyl)-vinyl]-2-[(E)-4-methyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-enyl]-non-2-ene-1,8-diol

Guidance literature:: With potassium fluoride; chloro-trimethyl-silane; In acetonitrile; at 22 ℃; for 0.666667h;
DOI:10.1055/s-2006-932474

Reference yield:

: 636603-05-9
6-(tert-butyl-diphenyl-silanyloxymethyl)-2-[4-methyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-enyl]-5-(3-oxo-butyl)-hepta-2,6-dienoic acid ethyl ester

: 905458-50-6
(Z)-(S)-5-[1-(tert-Butyl-diphenyl-silanyloxymethyl)-vinyl]-2-[(E)-4-methyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-enyl]-non-2-ene-1,8-diol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;
DOI:10.1055/s-2003-42077

Reference yield:

: 33821-94-2
3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide

: 905458-50-6
(Z)-(S)-5-[1-(tert-Butyl-diphenyl-silanyloxymethyl)-vinyl]-2-[(E)-4-methyl-7-(tetrahydro-pyran-2-yloxy)-hept-3-enyl]-non-2-ene-1,8-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: Li / tetrahydrofuran

1.2: tetrahydrofuran

2.1: LiBr; TMSCl / CH₂Cl₂ / 20 °C

3.1: NaH / dimethylformamide / 60 °C

4.1: n-BuLi / tetrahydrofuran / -78 °C

5.1: DIBALH / CH₂Cl₂ / -78 °C

With n-butyllithium; chloro-trimethyl-silane; lithium; sodium hydride; diisobutylaluminium hydride; lithium bromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 4.1: Horner-Emmons coupling;
DOI:10.1055/s-2003-42077