(8S,8aS,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione

Base Information

Chemical Name:(8S,8aS,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione
CAS No.:1372768-35-8
Molecular Formula:C₃₉H₃₀O₄Si
Molecular Weight:590.75
Hs Code.:

Synonyms:(8S,8aS,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione

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Chemical Property of (8S,8aS,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione

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Technology Process of (8S,8aS,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione

There total 5 articles about (8S,8aS,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione 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: 82.0%

: 1372768-18-7
(E)-(2-(4-(2-methoxyphenyl)but-3-en-1-ynyl)phenyl)diphenylsilanol

: 130-15-4
[1,4]naphthoquinone

: (8R,8aR,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione

: 1372768-35-8
(8S,8aS,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione

Guidance literature:: With C₂₂H₃₀AuNP*F₆Sb^(1-); C₅₃H₂₉F₃NO₅PS; In fluorobenzene; at 25 ℃; for 12h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja3007148

Reference yield:

: 1186331-73-6
2-diphenylsilyl-1-[2-(trimethylsilyl)ethynyl]benzene

: (8R,8aR,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione

: 1372768-35-8
(8S,8aS,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / methanol / 2 h / 20 °C

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / Inert atmosphere

3: C₅₃H₂₉F₃NO₅PS; C₂₂H₃₀AuNP*F₆Sb^(1-) / fluorobenzene / 12 h / 25 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; C₂₂H₃₀AuNP*F₆Sb^(1-); C₅₃H₂₉F₃NO₅PS; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; fluorobenzene; 3: Diels-Alder reaction;
DOI:10.1021/ja3007148

Reference yield:

: 583-55-1
1-Bromo-2-iodobenzene

: (8R,8aR,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione

: 1372768-35-8
(8S,8aS,14aS)-8-(2-methoxyphenyl)-5,5-diphenyl-8,8a-dihydro-5H-anthra[1,2-e]benzo[c][1,2]oxasiline-9,14(7H,14aH)-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / triethylamine / 3.5 h / 20 °C

2.1: n-butyllithium / diethyl ether; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: potassium carbonate / methanol / 2 h / 20 °C

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / Inert atmosphere

5.1: C₅₃H₂₉F₃NO₅PS; C₂₂H₃₀AuNP*F₆Sb^(1-) / fluorobenzene / 12 h / 25 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; C₂₂H₃₀AuNP*F₆Sb^(1-); C₅₃H₂₉F₃NO₅PS; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; fluorobenzene; diethyl ether; hexane; triethylamine; 5.1: Diels-Alder reaction;
DOI:10.1021/ja3007148