3-Cyclohexen-1-ol, 1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-[(1E)-1,5-dimethyl-1,4- hexadienyl]-4-[(trimethylsilyl)oxy]-, (1R,2R)-

Base Information

Chemical Name:3-Cyclohexen-1-ol, 1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-[(1E)-1,5-dimethyl-1,4- hexadienyl]-4-[(trimethylsilyl)oxy]-, (1R,2R)-
CAS No.:877052-53-4
Molecular Formula:C24H46O3Si2
Molecular Weight:438.798
Hs Code.:

Synonyms:

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Chemical Property of 3-Cyclohexen-1-ol, 1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-[(1E)-1,5-dimethyl-1,4- hexadienyl]-4-[(trimethylsilyl)oxy]-, (1R,2R)-

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Technology Process of 3-Cyclohexen-1-ol, 1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-[(1E)-1,5-dimethyl-1,4- hexadienyl]-4-[(trimethylsilyl)oxy]-, (1R,2R)-

There total 7 articles about 3-Cyclohexen-1-ol, 1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-[(1E)-1,5-dimethyl-1,4- hexadienyl]-4-[(trimethylsilyl)oxy]-, (1R,2R)- 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:

: (3R,4R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((E)-1,5-dimethyl-hexa-1,4-dienyl)-4-hydroxy-cyclohexanone

: 75-77-4
chloro-trimethyl-silane

: 877052-53-4
(1R,2R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-((E)-1,5-dimethyl-hexa-1,4-dienyl)-4-trimethylsilanyloxy-cyclohex-3-enol

Guidance literature:: With triethylamine; In tetrahydrofuran; at -40 - -20 ℃; for 1h;
DOI:10.1002/anie.200502826

Reference yield:

: 851764-31-3
(R)-4-hydroxy-1,4-dioxa-spiro[4.5]decan-8-one

: 877052-53-4
(1R,2R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-((E)-1,5-dimethyl-hexa-1,4-dienyl)-4-trimethylsilanyloxy-cyclohex-3-enol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 68 percent / Et₃N / 2.5 h / 0 °C

2.1: 72 percent / DIBAL-H / diethyl ether / -60 - -30 °C

3.1: DIBAL-H / CH₂Cl₂ / 0.33 h / -50 - -30 °C

4.1: Amberlyst 15 / tetrahydrofuran / 48 h / 60 °C

5.1: Et₃N; DMAP / CH₂Cl₂

6.1: t-BuLi; Me₂Zn / tetrahydrofuran

6.2: tetrahydrofuran / 2 h / -78 - -40 °C

7.1: Et₃N / tetrahydrofuran / 1 h / -40 - -20 °C

With dmap; Amberlyst 15; dimethyl zinc(II); tert.-butyl lithium; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 6.2: Michael addition;
DOI:10.1002/anie.200502826

Reference yield:

: (R)-4-Hydroxy-4-hydroxymethyl-cyclohex-2-enone

: 877052-53-4
(1R,2R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-((E)-1,5-dimethyl-hexa-1,4-dienyl)-4-trimethylsilanyloxy-cyclohex-3-enol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N; DMAP / CH₂Cl₂

2.1: t-BuLi; Me₂Zn / tetrahydrofuran

2.2: tetrahydrofuran / 2 h / -78 - -40 °C

3.1: Et₃N / tetrahydrofuran / 1 h / -40 - -20 °C

With dmap; dimethyl zinc(II); tert.-butyl lithium; triethylamine; In tetrahydrofuran; dichloromethane; 2.2: Michael addition;
DOI:10.1002/anie.200502826