1-[(3aS,4S,5S,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-ethanone

Base Information

Chemical Name:1-[(3aS,4S,5S,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-ethanone
CAS No.:864948-17-4
Molecular Formula:C₂₇H₃₆O₄Si
Molecular Weight:452.666
Hs Code.:

Synonyms:1-[(3aS,4S,5S,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-ethanone

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Chemical Property of 1-[(3aS,4S,5S,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-ethanone

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Technology Process of 1-[(3aS,4S,5S,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-ethanone

There total 2 articles about 1-[(3aS,4S,5S,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-ethanone 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: 85.0%

: 864948-15-2
tert-Butyl-((3aS,4S,5S,7aR)-4-isopropenyl-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yloxy)-diphenyl-silane

: 864948-17-4
1-[(3aS,4S,5S,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-ethanone

Guidance literature:: tert-Butyl-((3aS,4S,5S,7aR)-4-isopropenyl-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yloxy)-diphenyl-silane; With oxygen; ozone; In methanol; dichloromethane; at -78 ℃;

With triphenylphosphine; In methanol; dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo050888f

Reference yield:

: tert-Butyl-{1-[2-((4R,5R)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-ethyl]-3-methyl-but-2-enyloxy}-diphenyl-silane

: 864948-17-4
1-[(3aS,4S,5S,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-ethanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 74 percent / 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem; methyl triflate / CH₂Cl₂ / 18 h / 20 °C

2.1: O₃; O₂ / methanol; CH₂Cl₂ / -78 °C

2.2: 85 percent / triphenylphosphine / methanol; CH₂Cl₂ / 1 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; oxygen; ozone; methyl trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1021/jo050888f

Reference yield:

: 864948-16-3
2-(4-methyl-pent-3-ene-1-sulfonyl)-benzothiazole

: 864948-17-4
1-[(3aS,4S,5S,7aR)-5-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl]-ethanone

: tert-Butyl-[(3aS,4S,5S,7aR)-4-((Z)-1,5-dimethyl-hexa-1,4-dienyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yloxy]-diphenyl-silane

: tert-Butyl-[(3aS,4S,5S,7aR)-4-((E)-1,5-dimethyl-hexa-1,4-dienyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yloxy]-diphenyl-silane

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.5h; Title compound not separated from byproducts;
DOI:10.1021/jo050888f