2-[(4S,7S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-4,5,6,7-tetrahydro-isobenzofuran-4-yl]-ethanol

Base Information

Chemical Name:2-[(4S,7S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-4,5,6,7-tetrahydro-isobenzofuran-4-yl]-ethanol
CAS No.:627075-65-4
Molecular Formula:C₂₇H₃₄O₃Si
Molecular Weight:434.651
Hs Code.:

Synonyms:2-[(4S,7S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-4,5,6,7-tetrahydro-isobenzofuran-4-yl]-ethanol

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Chemical Property of 2-[(4S,7S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-4,5,6,7-tetrahydro-isobenzofuran-4-yl]-ethanol

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Technology Process of 2-[(4S,7S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-4,5,6,7-tetrahydro-isobenzofuran-4-yl]-ethanol

There total 8 articles about 2-[(4S,7S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-4,5,6,7-tetrahydro-isobenzofuran-4-yl]-ethanol 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: 81.0%

: 627075-73-4
tert-butyl-(7-methyl-7-vinyl-4,5,6,7-tetrahydro-isobenzofuran-4-yloxy)-diphenyl-silane

: 627075-65-4
2-[(4S,7S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-4,5,6,7-tetrahydro-isobenzofuran-4-yl]-ethanol

: 2-[(4R,7S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-4,5,6,7-tetrahydro-isobenzofuran-4-yl]-ethanol

Guidance literature:: tert-butyl-(7-methyl-7-vinyl-4,5,6,7-tetrahydro-isobenzofuran-4-yloxy)-diphenyl-silane; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; for 4h; Heating;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; ethanol; water; at 0 - 20 ℃;
DOI:10.1021/ol035559t

Reference yield:

: 27799-31-1
4-methyl-trans-4-hexenal

: 627075-65-4
2-[(4S,7S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-4,5,6,7-tetrahydro-isobenzofuran-4-yl]-ethanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 62 percent / n-BuLi / diethyl ether; hexane / 0.33 h / -78 °C

2.1: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

3.1: (-)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 66 h / -20 °C

4.1: 98 percent / imidazole; DMAP / CH₂Cl₂ / 20 °C

5.1: Et₃N; TBAB / Pd(OAc)2 / acetonitrile; H₂O / 75 °C

6.1: 9-BBN / tetrahydrofuran / 4 h / Heating

6.2: 81 percent / NaOH; H₂O₂ / tetrahydrofuran; ethanol; H₂O / 0 - 20 °C

With 1H-imidazole; dmap; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; tetrabutylammomium bromide; Dess-Martin periodane; triethylamine; (-)-diisopinocamphenylborane chloride; palladium diacetate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; acetonitrile; 2.1: Dess-Martin oxidation / 5.1: Heck reaction;
DOI:10.1021/ol035559t

Reference yield:

: 441004-47-3
(E)-1-(4-Iodo-furan-3-yl)-4-methyl-hex-4-en-1-one

: 627075-65-4
2-[(4S,7S)-7-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-4,5,6,7-tetrahydro-isobenzofuran-4-yl]-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: (-)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 66 h / -20 °C

2.1: 98 percent / imidazole; DMAP / CH₂Cl₂ / 20 °C

3.1: Et₃N; TBAB / Pd(OAc)2 / acetonitrile; H₂O / 75 °C

4.1: 9-BBN / tetrahydrofuran / 4 h / Heating

4.2: 81 percent / NaOH; H₂O₂ / tetrahydrofuran; ethanol; H₂O / 0 - 20 °C

With 1H-imidazole; dmap; 9-borabicyclo[3.3.1]nonane dimer; tetrabutylammomium bromide; triethylamine; (-)-diisopinocamphenylborane chloride; palladium diacetate; In tetrahydrofuran; dichloromethane; water; acetonitrile; 3.1: Heck reaction;
DOI:10.1021/ol035559t