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

Base Information

Chemical Name: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
CAS No.:1236125-74-8
Molecular Formula:C₃₄H₄₃NO₇
Molecular Weight:577.718
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 1 articles about 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 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: 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: 98.0%

: 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

: 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:: With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; for 17h;
DOI:10.1039/c000193g

Reference yield:

: 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

: 1236125-79-3
2-(3,4-dimethoxybenzyl)-4-hydroxy-6-methoxy-5-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-(methylene)-decahydronaphthalen-1-yl]methyl}isoindolin-1-one

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 24 h / 20 °C / 760.05 Torr

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

3.2: 5 h / Inert atmosphere; Reflux

With hydrogenchloride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; triethylamine; In tetrahydrofuran; methanol; water; benzene; 3.1: Wittig methylenation / 3.2: Wittig methylenation;
DOI:10.1002/ejoc.201100173