{2-(tert-butyl-dimethyl-silanyloxymethyl)-4-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-cyclohex-1-enyl}-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-methanol

Base Information

Chemical Name:{2-(tert-butyl-dimethyl-silanyloxymethyl)-4-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-cyclohex-1-enyl}-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-methanol
CAS No.:471270-06-1
Molecular Formula:C₅₉H₈₄O₅Si₃
Molecular Weight:957.569
Hs Code.:

{2-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-4-[3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-propyl]-cyclohex-1-enyl}-[5-(<i>tert</i>-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-methanol

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Chemical Property of {2-(tert-butyl-dimethyl-silanyloxymethyl)-4-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-cyclohex-1-enyl}-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-methanol

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Technology Process of {2-(tert-butyl-dimethyl-silanyloxymethyl)-4-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-cyclohex-1-enyl}-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-methanol

There total 16 articles about {2-(tert-butyl-dimethyl-silanyloxymethyl)-4-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-cyclohex-1-enyl}-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-methanol 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:

: 5597-54-6
4-(3-hydroxypropyl)cyclohexanone

: 471270-06-1
{2-(tert-butyl-dimethyl-silanyloxymethyl)-4-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-cyclohex-1-enyl}-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-methanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / imidazole / dimethylformamide / 16 h / 20 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 - 0 °C

2.2: 9.2 g / HMPA / tetrahydrofuran / 0.17 h / -78 °C

3.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

3.2: 5.5 g / tetrahydrofuran / 1.5 h / 0 - 20 °C

4.1: 62 percent / CrCl₂ / NiCl₂ / dimethylformamide / 18 h / 50 °C

5.1: LiAlH₄ / diethyl ether / 0.5 h / 20 °C

6.1: imidazole / dimethylformamide

With 1H-imidazole; chromium dichloride; lithium aluminium tetrahydride; sodium hydride; lithium diisopropyl amide; nickel dichloride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/b202020n

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 471270-06-1
{2-(tert-butyl-dimethyl-silanyloxymethyl)-4-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-cyclohex-1-enyl}-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-methanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / imidazole / dimethylformamide / 16 h / 20 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 - 0 °C

2.2: 9.2 g / HMPA / tetrahydrofuran / 0.17 h / -78 °C

3.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

3.2: 5.5 g / tetrahydrofuran / 1.5 h / 0 - 20 °C

4.1: 62 percent / CrCl₂ / NiCl₂ / dimethylformamide / 18 h / 50 °C

5.1: LiAlH₄ / diethyl ether / 0.5 h / 20 °C

6.1: imidazole / dimethylformamide

With 1H-imidazole; chromium dichloride; lithium aluminium tetrahydride; sodium hydride; lithium diisopropyl amide; nickel dichloride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/b202020n

Reference yield:

: 470690-19-8
(1R,2S,4S)-1-hydroxymethyl-3,3-dimethyl-7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic acid ethyl ester

: 471270-06-1
{2-(tert-butyl-dimethyl-silanyloxymethyl)-4-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-cyclohex-1-enyl}-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-methanol

Guidance literature:: Multi-step reaction with 11 steps

1.1: 91 percent / p-TsOH*H₂O / 16 h / 20 °C

2.1: disiamylborane / tetrahydrofuran / 16 h / -20 °C

2.2: 76 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 3 h

3.1: 89 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

4.1: 95 percent / LiAlH₄ / diethyl ether / 0.25 h / 20 °C

5.1: 88 percent / NMO / TPAP / acetone / 2 h

6.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 °C

6.2: 89 percent / tetrahydrofuran / 2 h / 20 °C

7.1: 96 percent / aq. HOAc / tetrahydrofuran / 16 h / 60 °C

8.1: 83 percent / SO₃*pyridine; DMSO / CH₂Cl₂ / 3 h / 20 °C

9.1: 62 percent / CrCl₂ / NiCl₂ / dimethylformamide / 18 h / 50 °C

10.1: LiAlH₄ / diethyl ether / 0.5 h / 20 °C

11.1: imidazole / dimethylformamide

With 1H-imidazole; chromium dichloride; lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; pyridine-SO₃ complex; bis-(1,2-dimethylpropyl)borane; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; tetrapropylammonium perruthennate; nickel dichloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; 6.2: Wittig olefination;
DOI:10.1039/b202020n