{2-[(1E,5E)-9-(tert-Butyl-diphenyl-silanyloxymethyl)-2,6,10-trimethyl-undeca-1,5-dienyl]-[1,3]dioxolan-2-yl}-acetic acid ethyl ester

Base Information

Chemical Name:{2-[(1E,5E)-9-(tert-Butyl-diphenyl-silanyloxymethyl)-2,6,10-trimethyl-undeca-1,5-dienyl]-[1,3]dioxolan-2-yl}-acetic acid ethyl ester
CAS No.:189080-73-7
Molecular Formula:C₃₈H₅₆O₅Si
Molecular Weight:620.945
Hs Code.:

Synonyms:{2-[(1E,5E)-9-(tert-Butyl-diphenyl-silanyloxymethyl)-2,6,10-trimethyl-undeca-1,5-dienyl]-[1,3]dioxolan-2-yl}-acetic acid ethyl ester

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Chemical Property of {2-[(1E,5E)-9-(tert-Butyl-diphenyl-silanyloxymethyl)-2,6,10-trimethyl-undeca-1,5-dienyl]-[1,3]dioxolan-2-yl}-acetic acid ethyl ester

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Technology Process of {2-[(1E,5E)-9-(tert-Butyl-diphenyl-silanyloxymethyl)-2,6,10-trimethyl-undeca-1,5-dienyl]-[1,3]dioxolan-2-yl}-acetic acid ethyl ester

There total 12 articles about {2-[(1E,5E)-9-(tert-Butyl-diphenyl-silanyloxymethyl)-2,6,10-trimethyl-undeca-1,5-dienyl]-[1,3]dioxolan-2-yl}-acetic acid ethyl ester 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: 80.0%

: 7381-30-8
2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane

: 189080-72-6
(4E,8E)-12-(tert-Butyl-diphenyl-silanyloxymethyl)-5,9,13-trimethyl-3-oxo-tetradeca-4,8-dienoic acid ethyl ester

: 189080-73-7
{2-[(1E,5E)-9-(tert-Butyl-diphenyl-silanyloxymethyl)-2,6,10-trimethyl-undeca-1,5-dienyl]-[1,3]dioxolan-2-yl}-acetic acid ethyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 18h;
DOI:10.1039/a606551a

Reference yield:

: 80873-81-0
geraniol tert-butyldimethylsilyl ether

: 189080-73-7
{2-[(1E,5E)-9-(tert-Butyl-diphenyl-silanyloxymethyl)-2,6,10-trimethyl-undeca-1,5-dienyl]-[1,3]dioxolan-2-yl}-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 40 percent / SeO₂, salicylic acid, 70percent t-BuOOH / CH₂Cl₂ / 30 h

2: 75 percent / I₂, PPh₃, imidazole / diethyl ether; acetonitrile / 1 h

3: 85 percent / BuLi / tetrahydrofuran / 1.) -78 to -30 deg C, 2 h, 2.) -30 deg C to r.t., 2 h

4: 73 percent / Na₂HPO₄, 6percent Na-Hg / tetrahydrofuran; methanol / 5 h / Ambient temperature

5: 90 percent / pyridinium toluene-p-sulfonate / methanol; tetrahydrofuran / 18 h / Ambient temperature

6: 70 percent / PDC / dimethylformamide / 4 h / 0 °C

7: 78 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 20 min, 2.) -60 to -50 deg C, 3 h

8: 66 percent / PDC / dimethylformamide / 15 h / 20 °C

9: 80 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 18 h / -30 °C

With 1H-imidazole; tert.-butylhydroperoxide; disodium hydrogenphosphate; dipyridinium dichromate; n-butyllithium; selenium(IV) oxide; sodium amalgam; trimethylsilyl trifluoromethanesulfonate; iodine; pyridinium p-toluenesulfonate; triphenylphosphine; salicylic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/a606551a

Reference yield:

: 189080-80-6
3-methyl-2-<(phenylsulfonyl)methyl>-1-butanol

: 189080-73-7
{2-[(1E,5E)-9-(tert-Butyl-diphenyl-silanyloxymethyl)-2,6,10-trimethyl-undeca-1,5-dienyl]-[1,3]dioxolan-2-yl}-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 75 percent / imidazole / tetrahydrofuran; dimethylformamide / 15 h / Ambient temperature

2: 85 percent / BuLi / tetrahydrofuran / 1.) -78 to -30 deg C, 2 h, 2.) -30 deg C to r.t., 2 h

3: 73 percent / Na₂HPO₄, 6percent Na-Hg / tetrahydrofuran; methanol / 5 h / Ambient temperature

4: 90 percent / pyridinium toluene-p-sulfonate / methanol; tetrahydrofuran / 18 h / Ambient temperature

5: 70 percent / PDC / dimethylformamide / 4 h / 0 °C

6: 78 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 20 min, 2.) -60 to -50 deg C, 3 h

7: 66 percent / PDC / dimethylformamide / 15 h / 20 °C

8: 80 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 18 h / -30 °C

With 1H-imidazole; disodium hydrogenphosphate; dipyridinium dichromate; n-butyllithium; sodium amalgam; trimethylsilyl trifluoromethanesulfonate; pyridinium p-toluenesulfonate; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/a606551a