Acetic acid (2,3,5,6-tetramethoxy-phenyl)-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methyl ester

Base Information

Chemical Name:Acetic acid (2,3,5,6-tetramethoxy-phenyl)-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methyl ester
CAS No.:254428-62-1
Molecular Formula:C₂₇H₄₀O₆
Molecular Weight:460.611
Hs Code.:

Synonyms:Acetic acid (2,3,5,6-tetramethoxy-phenyl)-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methyl ester

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Chemical Property of Acetic acid (2,3,5,6-tetramethoxy-phenyl)-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methyl ester

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Technology Process of Acetic acid (2,3,5,6-tetramethoxy-phenyl)-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methyl ester

There total 5 articles about Acetic acid (2,3,5,6-tetramethoxy-phenyl)-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methyl ester 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: 100.0%

: 108-24-7
acetic anhydride

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

: 254428-62-1
Acetic acid (2,3,5,6-tetramethoxy-phenyl)-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methyl ester

Guidance literature:: With pyridine; dmap; at 25 ℃; for 24h;
DOI:10.1021/jo9910886

Reference yield:

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

: 254428-62-1
Acetic acid (2,3,5,6-tetramethoxy-phenyl)-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methyl ester

Guidance literature:: Multi-step reaction with 5 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

5.1: 100 percent / 4-DMAP; pyridine / 24 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 / 5.1: Acetylation;
DOI:10.1021/jo9910886

Reference yield:

: 54632-04-1
albicanol

: 254428-62-1
Acetic acid (2,3,5,6-tetramethoxy-phenyl)-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methyl ester

Guidance literature:: Multi-step reaction with 3 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

3.1: 100 percent / 4-DMAP; pyridine / 24 h / 25 °C

With pyridine; dmap; dipyridinium dichromate; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; 1.1: Oxidation / 2.1: Metallation / 2.2: Addition / 3.1: Acetylation;
DOI:10.1021/jo9910886