2-Hydroxy-5-methoxy-3-[[(1E,2S,4aα)-decahydro-2β,5,5,8aβ-tetramethylnaphthalen-1-ylidene]methyl]-2,5-cyclohexadiene-1,4-dione

Base Information

Chemical Name:2-Hydroxy-5-methoxy-3-[[(1E,2S,4aα)-decahydro-2β,5,5,8aβ-tetramethylnaphthalen-1-ylidene]methyl]-2,5-cyclohexadiene-1,4-dione
CAS No.:69672-67-9
Molecular Formula:C22H30O4
Molecular Weight:358.4712
Hs Code.:
Mol file:69672-67-9.mol

Synonyms:

Suppliers and Price of 2-Hydroxy-5-methoxy-3-[[(1E,2S,4aα)-decahydro-2β,5,5,8aβ-tetramethylnaphthalen-1-ylidene]methyl]-2,5-cyclohexadiene-1,4-dione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-Hydroxy-5-methoxy-3-[[(1E,2S,4aα)-decahydro-2β,5,5,8aβ-tetramethylnaphthalen-1-ylidene]methyl]-2,5-cyclohexadiene-1,4-dione

Chemical Property:

PSA：63.60000
LogP:4.66950

Purity/Quality:: 99% ^*data from raw suppliers

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Technology Process of 2-Hydroxy-5-methoxy-3-[[(1E,2S,4aα)-decahydro-2β,5,5,8aβ-tetramethylnaphthalen-1-ylidene]methyl]-2,5-cyclohexadiene-1,4-dione

There total 7 articles about 2-Hydroxy-5-methoxy-3-[[(1E,2S,4aα)-decahydro-2β,5,5,8aβ-tetramethylnaphthalen-1-ylidene]methyl]-2,5-cyclohexadiene-1,4-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: 74.0%

: 619300-88-8
3-{(acetyloxy)[(1S,2S,4aS,8aS)-decahydro-2,5,5,8a-tetramethynaphthalen-1-yl]methyl}-4,5-dimethoxycyclohexa-1,2-benzoquinone

: 69672-67-9
2-hydroxy-4-methoxy-3-{[(2S,4aS,8aS)-octahydro-2,5,5,8a-tetramethylnaphthalen-1(2H)-ylidene]methyl}cyclohexa-2,5-diene-1,4-dione

Guidance literature:: With toluene-4-sulfonic acid; In benzene; at 35 ℃; for 2h;
DOI:10.1002/hlca.200390158

Reference yield: 50.0%

: 619300-86-6
(1S,2S,4aS,8aS)-decahydro-2,5,5,8a-tetramethyl-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol acetate

: 69672-67-9
2-hydroxy-4-methoxy-3-{[(2S,4aS,8aS)-octahydro-2,5,5,8a-tetramethylnaphthalen-1(2H)-ylidene]methyl}cyclohexa-2,5-diene-1,4-dione

: 619300-88-8
3-{(acetyloxy)[(1S,2S,4aS,8aS)-decahydro-2,5,5,8a-tetramethynaphthalen-1-yl]methyl}-4,5-dimethoxycyclohexa-1,2-benzoquinone

: 3-{(acetyloxy)[(1S,2S,4aS,8aS)-decahydro-2,5,5,8a-tetramethynaphthalen-1-yl]methyl}-2,5-dimethoxycyclohexa-2,4-diene-1,4-dione

Guidance literature:: With ammonium cerium(IV) nitrate; In N,N-dimethyl-formamide; acetonitrile; for 0.25h;
DOI:10.1002/hlca.200390158

Reference yield:

: 2441-46-5
1,2,4,5-tetramethoxybenzene

: 69672-67-9
2-hydroxy-4-methoxy-3-{[(2S,4aS,8aS)-octahydro-2,5,5,8a-tetramethylnaphthalen-1(2H)-ylidene]methyl}cyclohexa-2,5-diene-1,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi; tetramethylethylenediamine / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 85 percent / tetrahydrofuran; hexane / 0.5 h

2.1: 94 percent / H₂ / Pd/C / methanol; ethyl acetate / 2 h

3.1: 78 percent / DMAP; pyridine / 4 h / Heating

4.1: 4 percent / Ce(NH₄)2(NO₃)6 / acetonitrile; dimethylformamide / 0.25 h

With pyridine; dmap; n-butyllithium; ammonium cerium(IV) nitrate; N,N,N,N,-tetramethylethylenediamine; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/hlca.200390158