(2S,3R,3aR,8bR)-6,8-Dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3-phenyl-8b-trimethylsilanyloxy-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3R,3aR,8bR)-6,8-Dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3-phenyl-8b-trimethylsilanyloxy-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid methyl ester
CAS No.:132464-00-7
Molecular Formula:C₃₁H₃₄O₈Si
Molecular Weight:562.692
Hs Code.:

(2S,3R,3aR,8bR)-6,8-Dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3-phenyl-8b-trimethylsilanyloxy-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid methyl ester

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Chemical Property of (2S,3R,3aR,8bR)-6,8-Dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3-phenyl-8b-trimethylsilanyloxy-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid methyl ester

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Technology Process of (2S,3R,3aR,8bR)-6,8-Dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3-phenyl-8b-trimethylsilanyloxy-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid methyl ester

There total 31 articles about (2S,3R,3aR,8bR)-6,8-Dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3-phenyl-8b-trimethylsilanyloxy-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid methyl 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: 100.0%

: 132464-01-8
(3aS,8bR)-methyl 6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-8b-((trimethylsilyl)oxy)-3a,8b-dihydro-1H-cyclopenta[b]-benzofuran-2-carboxylate

: 132464-00-7,132561-79-6
(2R,3S,3aR,8bR)-methyl 6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-8b-((trimethylsilyl)oxy)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate

Guidance literature:: With hydrogen; platinum(IV) oxide; In ethanol; under 760 Torr;
DOI:10.1021/ja00180a081

Reference yield:

: 132491-33-9
(2S,3S,3aR,8bR)-6,8-Dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3-phenyl-8b-trimethylsilanyloxy-1,3,3a,8b-tetrahydro-benzo[b]cyclopenta[d]furan-2,2-dicarboxylic acid benzyl ester methyl ester

: 132464-00-7,132561-79-6
(2S,3R,3aR,8bR)-6,8-Dimethoxy-3a-(4-methoxy-phenyl)-1-oxo-3-phenyl-8b-trimethylsilanyloxy-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr; Yield given;
DOI:10.1021/ja00180a081

Reference yield:

: 500-99-2
3,5-dimethoxyphenol

: 132464-00-7,132561-79-6
(2R,3S,3aR,8bR)-methyl 6,8-dimethoxy-3a-(4-methoxyphenyl)-1-oxo-3-phenyl-8b-((trimethylsilyl)oxy)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

2: 73 percent / DABCO, OsO₄, NMO / tetrahydrofuran; H₂O / Ambient temperature

3: C₅H₅N*SO₃, (C₂H₅)3N / dimethylsulfoxide / Ambient temperature

4: (i-C₃H₇)2NC₂H₅ / benzene / Ambient temperature

5: H₂ / 10percent Pd/C / ethanol / 760 Torr

6: NaH / tetrahydrofuran / Ambient temperature

7: MCPBA, NaHCO₃ / CH₂Cl₂ / -20 °C

8: 100 percent / H₂ / PtO₂ / ethanol / 760 Torr

With 1,4-diaza-bicyclo[2.2.2]octane; osmium(VIII) oxide; N-methyl-2-indolinone; hydrogen; sulfur trioxide pyridine complex; sodium hydride; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; benzene;
DOI:10.1021/ja00180a081