Trimethyl-((2S,3aR)-3a-phenyl-2-vinyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-1-yl)-silane

Base Information

Chemical Name:Trimethyl-((2S,3aR)-3a-phenyl-2-vinyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-1-yl)-silane
CAS No.:134847-87-3
Molecular Formula:C₂₂H₂₄OSi
Molecular Weight:332.517
Hs Code.:

Synonyms:Trimethyl-((2S,3aR)-3a-phenyl-2-vinyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-1-yl)-silane

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Chemical Property of Trimethyl-((2S,3aR)-3a-phenyl-2-vinyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-1-yl)-silane

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Technology Process of Trimethyl-((2S,3aR)-3a-phenyl-2-vinyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-1-yl)-silane

There total 5 articles about Trimethyl-((2S,3aR)-3a-phenyl-2-vinyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-1-yl)-silane 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: 94.0%

: 134847-85-1,134847-86-2
Trimethyl-[2-(1-phenyl-2-vinyl-cyclopropoxy)-phenylethynyl]-silane

: 134847-87-3
Trimethyl-((2S,3aR)-3a-phenyl-2-vinyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-1-yl)-silane

Guidance literature:: With 2,2'-azobis(isobutyronitrile); diphenyldisulfane; In benzene; at 40 ℃; Irradiation;
DOI:10.1021/jo00015a008

Reference yield:

: 91805-61-7
2-bromophenyl benzoate

: 134847-87-3
Trimethyl-((2S,3aR)-3a-phenyl-2-vinyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-1-yl)-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / tetrahydrofuran / 1 h / Ambient temperature

2: 1) CuSO₄; 2) LiAlH₄ / 1) benzene, 80 deg C; 2) THF, 0 deg C, 2 h

3: 67 percent / Pd(OAc)2, P(o-tolyl)3 / triethylamine / 80 °C

4: 1) (Swern oxidation); 2) THF, 0 deg C, 2 h

5: 94 percent / diphenyl disulfide, AIBN / benzene / 40 °C / Irradiation

With palladium diacetate; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); copper(II) sulfate; diphenyldisulfane; tris-(o-tolyl)phosphine; In tetrahydrofuran; triethylamine; benzene;
DOI:10.1021/jo00015a008

Reference yield:

: 134847-79-3
1-bromo-2-[1-phenylvinyloxy]benzene

: 134847-87-3
Trimethyl-((2S,3aR)-3a-phenyl-2-vinyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-1-yl)-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 1) CuSO₄; 2) LiAlH₄ / 1) benzene, 80 deg C; 2) THF, 0 deg C, 2 h

2: 67 percent / Pd(OAc)2, P(o-tolyl)3 / triethylamine / 80 °C

3: 1) (Swern oxidation); 2) THF, 0 deg C, 2 h

4: 94 percent / diphenyl disulfide, AIBN / benzene / 40 °C / Irradiation

With palladium diacetate; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); copper(II) sulfate; diphenyldisulfane; tris-(o-tolyl)phosphine; In triethylamine; benzene;
DOI:10.1021/jo00015a008