(1aS,3aS,4S,7R,7aR,7bS)-7-hydroxy-1,3a,7-trimethyldecahydro-1H-cyclopropa[a]naphthalen-4-yl 1,4-dimethylcyclohexa-2,4-diene-1-sulfonate

Base Information

• Chemical Name: (1aS,3aS,4S,7R,7aR,7bS)-7-hydroxy-1,3a,7-trimethyldecahydro-1H-cyclopropa[a]naphthalen-4-yl 1,4-dimethylcyclohexa-2,4-diene-1-sulfonate
• CAS No.: 136379-63-0
• Molecular Formula: C₂₂H₃₂O₄S
• Molecular Weight: 392.56
• Mol file: 136379-63-0.mol

Synonyms:

Chemical Property of (1aS,3aS,4S,7R,7aR,7bS)-7-hydroxy-1,3a,7-trimethyldecahydro-1H-cyclopropa[a]naphthalen-4-yl 1,4-dimethylcyclohexa-2,4-diene-1-sulfonate

Chemical Property:

• Vapor Pressure: 3.86E-13mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1aS,3aS,4S,7R,7aR,7bS)-7-hydroxy-1,3a,7-trimethyldecahydro-1H-cyclopropa[a]naphthalen-4-yl 1,4-dimethylcyclohexa-2,4-diene-1-sulfonate

There total 2 articles about (1aS,3aS,4S,7R,7aR,7bS)-7-hydroxy-1,3a,7-trimethyldecahydro-1H-cyclopropa[a]naphthalen-4-yl 1,4-dimethylcyclohexa-2,4-diene-1-sulfonate 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: 98.0%

(1aα,3aα,4α,7α,7aβ,7bα)-Decahydro-1,1,3a,7-tetramethyl-1H-cyclopropanaphthalen-4,7-diol (136379-73-2) + p-toluenesulfonyl chloride (98-59-9) → (1aα,3aα,4α,7α,7aβ,7bα)-Decahydro-1,1,3a,7-tetramethyl-1H-cyclopropanaphthalen-4,7-diol 4-(4-methylbenzenesulfonate) (136379-63-0)

Guidance literature:

With pyridine; for 84h;

DOI:10.1021/jo00023a025

Reference yield:

(1aα,3aα,4α,7α,7aβ,7bα)-4-<(tert-Butyldimethylsilyl)oxy>decahydro-1,1,3a,7-tetramethyl-1H-cyclopropanaphthalen-7-ol (136379-72-1) → (1aα,3aα,4α,7α,7aβ,7bα)-Decahydro-1,1,3a,7-tetramethyl-1H-cyclopropanaphthalen-4,7-diol 4-(4-methylbenzenesulfonate) (136379-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / 40 percent aq. HF / acetonitrile / 1.67 h

2: 98 percent / pyridine / 84 h

With pyridine; hydrogen fluoride; In acetonitrile;

DOI:10.1021/jo00023a025

Reference yield: 70.0%

(1aα,3aα,4α,7α,7aβ,7bα)-Decahydro-1,1,3a,7-tetramethyl-1H-cyclopropanaphthalen-4,7-diol 4-(4-methylbenzenesulfonate) (136379-63-0) → C15H24O (136379-74-3) + (E)-(1S,10S)-2,7,11,11-Tetramethyl-bicyclo[8.1.0]undec-6-en-3-one (136379-75-4) + Alloaromadendren-4β-ol (136458-42-9)

Guidance literature:

With sodium tert-pentoxide; In toluene; for 0.5h; Heating;

DOI:10.1021/jo00023a025

upstream raw materials:

(1aα,3aα,4α,7α,7aβ,7bα)-Decahydro-1,1,3a,7-tetramethyl-1H-cyclopropanaphthalen-4,7-diol

p-toluenesulfonyl chloride

(1aα,3aα,4α,7α,7aβ,7bα)-4-<(tert-Butyldimethylsilyl)oxy>decahydro-1,1,3a,7-tetramethyl-1H-cyclopropanaphthalen-7-ol

Downstream raw materials:

C₁₅H₂₄O

(E)-(1S,10S)-2,7,11,11-Tetramethyl-bicyclo[8.1.0]undec-6-en-3-one

Alloaromadendren-4β-ol