(2S,6aS,10aR,10bS)-2-(furan-3-yl)-9-methoxy-6a-methyl-10a-[(S)-(toluene-4-sulfinyl)]-6,6a,10a,10b-tetrahydro-1H-benzo[f]isochromene-7,10(2H,4H)-dione

Base Information

Chemical Name:(2S,6aS,10aR,10bS)-2-(furan-3-yl)-9-methoxy-6a-methyl-10a-[(S)-(toluene-4-sulfinyl)]-6,6a,10a,10b-tetrahydro-1H-benzo[f]isochromene-7,10(2H,4H)-dione
CAS No.:1310817-44-7
Molecular Formula:C₂₆H₂₆O₆S
Molecular Weight:466.555
Hs Code.:

Synonyms:(2S,6aS,10aR,10bS)-2-(furan-3-yl)-9-methoxy-6a-methyl-10a-[(S)-(toluene-4-sulfinyl)]-6,6a,10a,10b-tetrahydro-1H-benzo[f]isochromene-7,10(2H,4H)-dione

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Chemical Property of (2S,6aS,10aR,10bS)-2-(furan-3-yl)-9-methoxy-6a-methyl-10a-[(S)-(toluene-4-sulfinyl)]-6,6a,10a,10b-tetrahydro-1H-benzo[f]isochromene-7,10(2H,4H)-dione

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Technology Process of (2S,6aS,10aR,10bS)-2-(furan-3-yl)-9-methoxy-6a-methyl-10a-[(S)-(toluene-4-sulfinyl)]-6,6a,10a,10b-tetrahydro-1H-benzo[f]isochromene-7,10(2H,4H)-dione

There total 4 articles about (2S,6aS,10aR,10bS)-2-(furan-3-yl)-9-methoxy-6a-methyl-10a-[(S)-(toluene-4-sulfinyl)]-6,6a,10a,10b-tetrahydro-1H-benzo[f]isochromene-7,10(2H,4H)-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: 72.0%

: 899822-68-5
(S_S)-5-methoxy-2-methyl-3-(toluene-4-sulfinyl)-[1,4]benzoquinone

: 1310817-37-8
(-)-(S)-2-(furan-3-yl)-5-vinyl-3,6-dihydro-2H-pyran

: 1310817-44-7
(2S,6aS,10aR,10bS)-2-(furan-3-yl)-9-methoxy-6a-methyl-10a-[(S)-(toluene-4-sulfinyl)]-6,6a,10a,10b-tetrahydro-1H-benzo[f]isochromene-7,10(2H,4H)-dione

Guidance literature:: (S_S)-5-methoxy-2-methyl-3-(toluene-4-sulfinyl)-[1,4]benzoquinone; With zinc dibromide; In dichloromethane; at -78 ℃; for 0.166667h; Inert atmosphere;

(-)-(S)-2-(furan-3-yl)-5-vinyl-3,6-dihydro-2H-pyran; In dichloromethane; at -20 ℃; for 144h; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201100207

Reference yield:

: 899822-68-5
(S_S)-5-methoxy-2-methyl-3-(toluene-4-sulfinyl)-[1,4]benzoquinone

: 1131305-29-7
(+/-)-2-(furan-3-yl)-5-vinyl-3,6-dihydro-2H-pyran

: 1310817-45-8
(2R,6aS,10aR,10bS)-2-(furan-3-yl)-9-methoxy-6a-methyl-10a-[(S)-(toluene-4-sulfinyl)]-6,6a,10a,10b-tetrahydro-1H-benzo[f]isochromene-7,10(2H,4H)-dione

: 1310817-44-7
(2S,6aS,10aR,10bS)-2-(furan-3-yl)-9-methoxy-6a-methyl-10a-[(S)-(toluene-4-sulfinyl)]-6,6a,10a,10b-tetrahydro-1H-benzo[f]isochromene-7,10(2H,4H)-dione

Guidance literature:: (S_S)-5-methoxy-2-methyl-3-(toluene-4-sulfinyl)-[1,4]benzoquinone; With zinc dibromide; In dichloromethane; at -78 ℃; for 0.166667h; Inert atmosphere;

(+/-)-2-(furan-3-yl)-5-vinyl-3,6-dihydro-2H-pyran; In dichloromethane; at -20 ℃; for 24h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201100207

Reference yield:

: 1310817-34-5
(-)-(S)-3-[1-(prop-2-ynyloxy)but-3-enyl]furan

: 1310817-44-7
(2S,6aS,10aR,10bS)-2-(furan-3-yl)-9-methoxy-6a-methyl-10a-[(S)-(toluene-4-sulfinyl)]-6,6a,10a,10b-tetrahydro-1H-benzo[f]isochromene-7,10(2H,4H)-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: Grubbs catalyst first generation / dichloromethane

2.1: zinc dibromide / dichloromethane / 0.17 h / -78 °C / Inert atmosphere

2.2: 144 h / -20 °C / Inert atmosphere

With Grubbs catalyst first generation; zinc dibromide; In dichloromethane; 2.1: Diels-Alder reaction / 2.2: Diels-Alder reaction;
DOI:10.1002/ejoc.201100207