(3S)-2,3,3a,8b-Tetrahydro-3α,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran

Base Information

• Chemical Name: (3S)-2,3,3a,8b-Tetrahydro-3α,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran
• CAS No.: 23444-68-0
• Molecular Formula: C15H20O
• Molecular Weight: 216.323
• Mol file: 23444-68-0.mol

Synonyms:(3S)-2,3,3a,8b-Tetrahydro-3α,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran;Debromoaplysin

Chemical Property of (3S)-2,3,3a,8b-Tetrahydro-3α,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran

Chemical Property:

• PSA: 9.23000
• LogP: 3.83370

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-2,3,3a,8b-Tetrahydro-3α,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran

There total 40 articles about (3S)-2,3,3a,8b-Tetrahydro-3α,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran 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: 83.0%

(3aS,8bS)-(-)-3a,8b-Dihydro-3,3a,6,8b-tetramethyl-1H-cyclopentabenzofuran (73307-78-5) → (-)-Debromoaplysin (23444-68-0)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol;

DOI:10.1016/S0040-4039(00)74123-2

Reference yield: 69.0%

(3aS,8bS)-(-)-3a,8b-Dihydro-3,3a,6,8b-tetramethyl-1H-cyclopentabenzofuran (73307-78-5) → C10-epi-debromoaplysin (73307-77-4) + (-)-Debromoaplysin (23444-68-0)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; for 2h;

DOI:10.1021/jo01299a037

Reference yield: 48.0%

(R)-2-methoxy-4-methyl-1-(1,2,3-trimethylcyclopent-2-enyl)benzene (1394171-12-0) → (-)-Debromoaplysin (23444-68-0)

Guidance literature:

With trimethylsilyl iodide; 2,6-di-tert-butylphenol; In dichloromethane; at -78 ℃; for 24h;

DOI:10.1016/j.tet.2012.05.095

upstream raw materials:

(3aS,8bS)-(-)-3a,8b-Dihydro-3,3a,6,8b-tetramethyl-1H-cyclopentabenzofuran

isoaplysin

(3S,3aR,8bS)-(-)-2,3,3a,8b-Tetrahydro-3-hydroxy-3,3a,6,8b-tetramethyl-1H-cyclopentabenzofuran

(1S,3R)-3-(2-hydroxy-4-methylphenyl)-1,3-dimethyl-2-methylidenecyclopentanol

Downstream raw materials:

(-)-Aplysin

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