1S,4aS,8aS-decahydro-5,5,8a-trimethyl-2-methylene-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol

Base Information

Chemical Name:1S,4aS,8aS-decahydro-5,5,8a-trimethyl-2-methylene-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol
CAS No.:254428-61-0
Molecular Formula:C₂₅H₃₈O₅
Molecular Weight:418.574
Hs Code.:

Synonyms:1S,4aS,8aS-decahydro-5,5,8a-trimethyl-2-methylene-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol

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Chemical Property of 1S,4aS,8aS-decahydro-5,5,8a-trimethyl-2-methylene-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol

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Technology Process of 1S,4aS,8aS-decahydro-5,5,8a-trimethyl-2-methylene-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol

There total 4 articles about 1S,4aS,8aS-decahydro-5,5,8a-trimethyl-2-methylene-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol 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: 85.0%

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

: 155551-30-7
(1S,4aS,8aS)-3H-2-methylene-1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethylnaphthalene-1-carboxaldehyde

: 254428-61-0
1S,4aS,8aS-decahydro-5,5,8a-trimethyl-2-methylene-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol

Guidance literature:: 1,2,4,5-tetramethoxybenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(1S,4aS,8aS)-3H-2-methylene-1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethylnaphthalene-1-carboxaldehyde; In tetrahydrofuran; hexane; for 0.5h;
DOI:10.1002/hlca.200390158

Reference yield:

: 53163-41-0
((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl acetate

: 254428-61-0
1S,4aS,8aS-decahydro-5,5,8a-trimethyl-2-methylene-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 61 percent / SOCl₂; 4-DMAP; pyridine / 1 h / -30 - 0 °C

2.1: 100 percent / KOH / methanol / 1 h / 20 °C

3.1: 84 percent / PDC / CH₂Cl₂ / 4 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

4.2: 74 percent / tetrahydrofuran; hexane / 0.5 h / 25 °C

With pyridine; dmap; potassium hydroxide; dipyridinium dichromate; n-butyllithium; thionyl chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: Dehydration / 2.1: Hydrolysis / 3.1: Oxidation / 4.1: Metallation / 4.2: Addition;
DOI:10.1021/jo9910886

Reference yield:

: 54632-04-1
albicanol

: 254428-61-0
1S,4aS,8aS-decahydro-5,5,8a-trimethyl-2-methylene-α-(2,3,5,6-tetramethoxyphenyl)naphthalene-1-methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 84 percent / PDC / CH₂Cl₂ / 4 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

2.2: 74 percent / tetrahydrofuran; hexane / 0.5 h / 25 °C

With dipyridinium dichromate; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; 1.1: Oxidation / 2.1: Metallation / 2.2: Addition;
DOI:10.1021/jo9910886