(1S,3S,3aR,7aS)-1-ethenyl-1,2,3,3a,7,7a-hexahydro-3-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methylene-4H-inden-4-one

Base Information

• Chemical Name: (1S,3S,3aR,7aS)-1-ethenyl-1,2,3,3a,7,7a-hexahydro-3-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methylene-4H-inden-4-one
• CAS No.: 216753-27-4
• Molecular Formula: C₂₀H₂₂O₃
• Molecular Weight: 310.393
• Mol file: 216753-27-4.mol

Synonyms:(1S,3S,3aR,7aS)-1-ethenyl-1,2,3,3a,7,7a-hexahydro-3-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methylene-4H-inden-4-one

Chemical Property of (1S,3S,3aR,7aS)-1-ethenyl-1,2,3,3a,7,7a-hexahydro-3-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methylene-4H-inden-4-one

Chemical Property:

Purity/Quality:

≥98% （HPLC） ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3S,3aR,7aS)-1-ethenyl-1,2,3,3a,7,7a-hexahydro-3-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methylene-4H-inden-4-one

There total 3 articles about (1S,3S,3aR,7aS)-1-ethenyl-1,2,3,3a,7,7a-hexahydro-3-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methylene-4H-inden-4-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: 90.0%

(1S,3S,3aR,4S,7aS)-3-(3-dichloroacetoxy-4-methoxybenzyl)-1,2,3,3a,7,7a-hexahydro-7-methylene-1-(vinyl)inden-4-one (623550-62-9) → (1S,3S,3aR,7aS)-1-ethenyl-1,2,3,3a,7,7a-hexahydro-3-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methylene-4H-inden-4-one (216753-27-4)

Guidance literature:

With sodium hydrogencarbonate; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/ol035443x

Reference yield: 85.0%

(1S,3S,3aR,7aS)-3-[4-methoxy-3-(methoxymethoxy)benzyl]-7-methylene-1-vinyl-1,2,3,3a,7,7a-hexahydro-4H-inden-4-one (1219637-19-0) → (1S,3S,3aR,7aS)-1-ethenyl-1,2,3,3a,7,7a-hexahydro-3-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methylene-4H-inden-4-one (216753-27-4)

Guidance literature:

With perchloric acid; In dichloromethane; water; for 6h; Inert atmosphere;

DOI:10.1021/ol902776d

Reference yield: 84.0%

(1S,3S,3aR,7aS)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-1-ethenyl-2,3,3a,4,7,7a-hexahydro-7-methylene-1H-inden-4-one (612481-26-2) → (1S,3S,3aR,7aS)-1-ethenyl-1,2,3,3a,7,7a-hexahydro-3-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methylene-4H-inden-4-one (216753-27-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1002/anie.200700517

upstream raw materials:

(1S,3S,3aR,7aS)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-1-ethenyl-2,3,3a,4,7,7a-hexahydro-7-methylene-1H-inden-4-one

(1S,3S,3aR,4S,7aS)-3-(3-dichloroacetoxy-4-methoxybenzyl)-1,2,3,3a,7,7a-hexahydro-7-methylene-1-(vinyl)inden-4-one

(1S,3S,3aR,7aS)-3-[4-methoxy-3-(methoxymethoxy)benzyl]-7-methylene-1-vinyl-1,2,3,3a,7,7a-hexahydro-4H-inden-4-one