methyl 3-hydroxy-5-methoxy-4-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl]methyl}benzoate

Base Information

Chemical Name:methyl 3-hydroxy-5-methoxy-4-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl]methyl}benzoate
CAS No.:1312022-53-9
Molecular Formula:C₂₄H₃₄O₄
Molecular Weight:386.532
Hs Code.:

Synonyms:methyl 3-hydroxy-5-methoxy-4-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl]methyl}benzoate

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Chemical Property of methyl 3-hydroxy-5-methoxy-4-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl]methyl}benzoate

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Technology Process of methyl 3-hydroxy-5-methoxy-4-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl]methyl}benzoate

There total 3 articles about methyl 3-hydroxy-5-methoxy-4-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl]methyl}benzoate 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: 74.0%

: 1312022-52-8
methyl 3-hydroxy-5-methoxy-4-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-oxodecahydronaphthalen-1-yl]methyl}benzoate

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1312022-53-9
methyl 3-hydroxy-5-methoxy-4-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl]methyl}benzoate

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

methyl 3-hydroxy-5-methoxy-4-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-oxodecahydronaphthalen-1-yl]methyl}benzoate; In benzene; for 2h; Inert atmosphere; Reflux;
DOI:10.1002/ejoc.201100173

Reference yield:

: 1312022-50-6
methyl 4-{[(4a'S,5'S,8a'S)-5',8'-dimethyl-6-methyleneoctahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalen]-5-yl]methyl}-3-hydroxy-5-methoxybenzoate

: 1312022-53-9
methyl 3-hydroxy-5-methoxy-4-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl]methyl}benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride / tetrahydrofuran; water / 24 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: 2 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

Reference yield:

: 1312022-51-7
methyl 4-{[(1S,4aS,8aS)-1,4a-dimethyl-2-methylene-5-oxodecahydronaphthalen-1-yl]methyl}-3-hydroxy-5-methoxybenzoate

: 1312022-53-9
methyl 3-hydroxy-5-methoxy-4-{[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl]methyl}benzoate

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.2: 2 h / Inert atmosphere; Reflux

With palladium 10% on activated carbon; potassium tert-butylate; hydrogen; triethylamine; In methanol; benzene; 2.1: Wittig methylenation / 2.2: Wittig methylenation;
DOI:10.1002/ejoc.201100173