3-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one

Base Information

Chemical Name:3-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one
CAS No.:471269-99-5
Molecular Formula:C₅₃H₆₆O₅Si₂
Molecular Weight:839.275
Hs Code.:

3-[5-(<i>tert</i>-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-6-[3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-propyl]-4,5,6,7-tetrahydro-3<i>H</i>-isobenzofuran-1-one

Synonyms:3-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one

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Chemical Property of 3-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one

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Technology Process of 3-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one

There total 13 articles about 3-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one 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%

: 301823-94-9
(+)-(1R,2S,4R,5S)-5-(tert-butyldiphenylsilyloxy)-3,3-dimethyl-2-vinyl-7-oxabicyclo[2.2.1]heptancarboxaldehyde

: 471269-84-8
rac-5-[3-(tert-butyldiphenylsilyloxy)propyl]-2-trifluoromethylsulfonyloxycyclohex-1-enecarboxylic acid methyl ester

: 3-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one

: 471269-99-5
3-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one

Guidance literature:: With chromium dichloride; nickel dichloride; In N,N-dimethyl-formamide; at 50 ℃; for 18h;
DOI:10.1039/b202020n

Reference yield:

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

: 471269-99-5
3-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 471269-99-5
3-[5-(tert-butyl-diphenyl-silanyloxy)-3,3-dimethyl-2-vinyl-7-oxa-bicyclo[2.2.1]hept-1-yl]-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one

Guidance literature:: Multi-step reaction with 4 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

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