(4aR,6aS,10aS,10bS)-2-(3,4-dimethoxybenzyl)-4a-hydroxy-12-methoxy-6a,10b-dimethyl-2,3,4a,5,6a,7,8,9,10,10a,10b-dodecahydrobenzo[f]chromano[2,3-e]isoindol-1,7-dione-7-ethyleneacetal

Base Information

Chemical Name:(4aR,6aS,10aS,10bS)-2-(3,4-dimethoxybenzyl)-4a-hydroxy-12-methoxy-6a,10b-dimethyl-2,3,4a,5,6a,7,8,9,10,10a,10b-dodecahydrobenzo[f]chromano[2,3-e]isoindol-1,7-dione-7-ethyleneacetal
CAS No.:1236125-73-7
Molecular Formula:C₃₃H₄₁NO₈
Molecular Weight:579.69
Hs Code.:

(4aR,6aS,10aS,10bS)-2-(3,4-dimethoxybenzyl)-4a-hydroxy-12-methoxy-6a,10b-dimethyl-2,3,4a,5,6a,7,8,9,10,10a,10b-dodecahydrobenzo[f]chromano[2,3-e]isoindol-1,7-dione-7-ethyleneacetal

Synonyms:(4aR,6aS,10aS,10bS)-2-(3,4-dimethoxybenzyl)-4a-hydroxy-12-methoxy-6a,10b-dimethyl-2,3,4a,5,6a,7,8,9,10,10a,10b-dodecahydrobenzo[f]chromano[2,3-e]isoindol-1,7-dione-7-ethyleneacetal

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Chemical Property of (4aR,6aS,10aS,10bS)-2-(3,4-dimethoxybenzyl)-4a-hydroxy-12-methoxy-6a,10b-dimethyl-2,3,4a,5,6a,7,8,9,10,10a,10b-dodecahydrobenzo[f]chromano[2,3-e]isoindol-1,7-dione-7-ethyleneacetal

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Technology Process of (4aR,6aS,10aS,10bS)-2-(3,4-dimethoxybenzyl)-4a-hydroxy-12-methoxy-6a,10b-dimethyl-2,3,4a,5,6a,7,8,9,10,10a,10b-dodecahydrobenzo[f]chromano[2,3-e]isoindol-1,7-dione-7-ethyleneacetal

There total 1 articles about (4aR,6aS,10aS,10bS)-2-(3,4-dimethoxybenzyl)-4a-hydroxy-12-methoxy-6a,10b-dimethyl-2,3,4a,5,6a,7,8,9,10,10a,10b-dodecahydrobenzo[f]chromano[2,3-e]isoindol-1,7-dione-7-ethyleneacetal 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: 88.0%

: 1236125-70-4
4-(tert-butyldimethylsiloxy)-2-(3,4-dimethoxybenzyl)-6-methoxy-5-{[(4a'S,5'S,8a'S)-5',8a'-dimethyl-6'-oxooctahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalene]-5'-yl]methyl}-isoindolin-1-one

: 1236125-73-7
(4aR,6aS,10aS,10bS)-2-(3,4-dimethoxybenzyl)-4a-hydroxy-12-methoxy-6a,10b-dimethyl-2,3,4a,5,6a,7,8,9,10,10a,10b-dodecahydrobenzo[f]chromano[2,3-e]isoindol-1,7-dione-7-ethyleneacetal

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1039/c000193g

Reference yield: 86.0%

: 1236125-73-7
(4aR,6aS,10aS,10bS)-2-(3,4-dimethoxybenzyl)-4a-hydroxy-12-methoxy-6a,10b-dimethyl-2,3,4a,5,6a,7,8,9,10,10a,10b-dodecahydrobenzo[f]chromano[2,3-e]isoindol-1,7-dione-7-ethyleneacetal

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1236125-74-8
2-(3,4-dimethoxybenzyl)-4-hydroxy-6-methoxy-5-{[(4a'S,5'S,8a'S)-5',8a'-dimethyl-6'-(methylene)-octahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalene]-5'-yl]methyl}isoindolin-1-one

Guidance literature:: Methyltriphenylphosphonium bromide; With potassium tert-butylate; In benzene; for 2h; Reflux; Inert atmosphere;

(4aR,6aS,10aS,10bS)-2-(3,4-dimethoxybenzyl)-4a-hydroxy-12-methoxy-6a,10b-dimethyl-2,3,4a,5,6a,7,8,9,10,10a,10b-dodecahydrobenzo[f]chromano[2,3-e]isoindol-1,7-dione-7-ethyleneacetal; In benzene; for 3h; Reflux; Inert atmosphere;
DOI:10.1039/c000193g

Reference yield:

: 1236125-73-7
(4aR,6aS,10aS,10bS)-2-(3,4-dimethoxybenzyl)-4a-hydroxy-12-methoxy-6a,10b-dimethyl-2,3,4a,5,6a,7,8,9,10,10a,10b-dodecahydrobenzo[f]chromano[2,3-e]isoindol-1,7-dione-7-ethyleneacetal

: 1236125-76-0
2-(3,4-dimethoxybenzyl)-4-hydroxy-6-methoxy-5-{[(1S,4aS,8aS)-1,4a-dimethyl-2-methylene-5-oxodecahydronaphthalen-1-yl]methyl}-isoindolin-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / benzene / 2 h / Inert atmosphere; Reflux

1.2: 3 h / Inert atmosphere; Reflux

2.1: hydrogenchloride / tetrahydrofuran; water / 17 h / 20 °C

With hydrogenchloride; potassium tert-butylate; In tetrahydrofuran; water; benzene; 1.1: Wittig methylenation / 1.2: Wittig methylenation;
DOI:10.1002/ejoc.201100173