(3aR,4aβ)-2,3,3a,4,4a,5,6,7,8,8a,9,10-Dodecahydro-3aβ,8aα-dimethyl-5-methylene-1-isopropylbenz[f]azulen-6β-ol

Base Information

• Chemical Name: (3aR,4aβ)-2,3,3a,4,4a,5,6,7,8,8a,9,10-Dodecahydro-3aβ,8aα-dimethyl-5-methylene-1-isopropylbenz[f]azulen-6β-ol
• CAS No.: 87745-21-9
• Molecular Formula: C₂₀H₃₂O
• Molecular Weight: 288.473
• Mol file: 87745-21-9.mol

Synonyms:(3aR,4aβ)-2,3,3a,4,4a,5,6,7,8,8a,9,10-Dodecahydro-3aβ,8aα-dimethyl-5-methylene-1-isopropylbenz[f]azulen-6β-ol;14-Deoxyisoamijiol

Chemical Property of (3aR,4aβ)-2,3,3a,4,4a,5,6,7,8,8a,9,10-Dodecahydro-3aβ,8aα-dimethyl-5-methylene-1-isopropylbenz[f]azulen-6β-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,4aβ)-2,3,3a,4,4a,5,6,7,8,8a,9,10-Dodecahydro-3aβ,8aα-dimethyl-5-methylene-1-isopropylbenz[f]azulen-6β-ol

There total 34 articles about (3aR,4aβ)-2,3,3a,4,4a,5,6,7,8,8a,9,10-Dodecahydro-3aβ,8aα-dimethyl-5-methylene-1-isopropylbenz[f]azulen-6β-ol 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: 84.0%

(3aR*,4aR*,5R*,6R*,8aS*)-3,3a,4,4a,5,7,8,8a,9,10-decahydro-3a,8a-dimethyl-5-<(tosyloxy)methyl>-1-isopropylbenzazulen-6(2H)-ol (133728-51-5) → (3aR*,4aR*,5R*,6R*,8aS*)-2,3a,4,4a,5,7,8,8a,9,10-decahydro-3a,8a-dimethyl-5-methylene-1-isopropylbenzazulen-6(3H)-ol (87745-21-9,130274-08-7,130322-24-6)

Guidance literature:

With potassium acetate;

DOI:10.1016/0040-4039(90)80195-R

Reference yield: 79.0%

(3aR,4aS,8aS)-5-Benzenesulfinylmethyl-1-isopropyl-3a,8a-dimethyl-2,3,3a,4,4a,7,8,8a,9,10-decahydro-benzo[f]azulene (133728-52-6) → 14-deoxyisoamijiol (87745-21-9,130274-08-7,130322-24-6)

Guidance literature:

With phosphorous acid trimethyl ester; In methanol; for 12h; Ambient temperature;

DOI:10.1021/jo00012a035

Reference yield:

(3aR*,4aR*,5R*,6R*,8aS*)-2,3a,4,4a,5,7,8,8a,9,10-decahydro-3a,8a-dimethyl-5-methylene-1-isopropylbenzazulen-6(3H)-ol (87745-21-9,130274-08-7,130322-24-6) → 14-deoxyisoamijiol (87745-21-9,130274-08-7,130322-24-6)

Guidance literature:

With TEA; benzenesulfenyl chloride; phosphorous acid trimethyl ester; Yield given. Multistep reaction;

DOI:10.1016/0040-4039(90)80195-R

upstream raw materials:

(3aR*,4aR*,5R*,6R*,8aS*)-3,3a,4,4a,5,7,8,8a,9,10-decahydro-3a,8a-dimethyl-5-<(tosyloxy)methyl>-1-isopropylbenzazulen-6(2H)-ol

2-isopropyl-1,3-cyclopentanedione

2-carbomethoxy-2-cyclohexenone

3-ethoxy-2-isopropyl-2-cyclopenten-1-one

Downstream raw materials:

14-deoxyisoamijiol

(3aR,4aS,8aS)-5-Benzenesulfinylmethyl-1-isopropyl-3a,8a-dimethyl-2,3,3a,4,4a,7,8,8a,9,10-decahydro-benzo[f]azulene