(1R,8-syn)-1,5α-Dimethyl-8-[2-(3-isopropylphenyl)ethyl]-6-oxabicyclo[3.2.1]octan-7-one

Base Information

• Chemical Name: (1R,8-syn)-1,5α-Dimethyl-8-[2-(3-isopropylphenyl)ethyl]-6-oxabicyclo[3.2.1]octan-7-one
• CAS No.: 57119-17-2
• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.441
• Mol file: 57119-17-2.mol

Synonyms:(1R,8-syn)-1,5α-Dimethyl-8-[2-(3-isopropylphenyl)ethyl]-6-oxabicyclo[3.2.1]octan-7-one

Chemical Property of (1R,8-syn)-1,5α-Dimethyl-8-[2-(3-isopropylphenyl)ethyl]-6-oxabicyclo[3.2.1]octan-7-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,8-syn)-1,5α-Dimethyl-8-[2-(3-isopropylphenyl)ethyl]-6-oxabicyclo[3.2.1]octan-7-one

There total 14 articles about (1R,8-syn)-1,5α-Dimethyl-8-[2-(3-isopropylphenyl)ethyl]-6-oxabicyclo[3.2.1]octan-7-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: 77.0%

(1S,5R,8R)-8-[2-Hydroxy-2-(3-isopropyl-phenyl)-ethyl]-1,5-dimethyl-6-oxa-bicyclo[3.2.1]octan-7-one (113375-20-5,113430-36-7) → (+/-)-9,10-Secoabieta-8,11,13-trien-18,10-olide (57119-17-2,113430-34-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In perchloric acid; acetic acid;

Reference yield: 65.0%

Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate (134365-17-6) → 9,10-seco-abieta-8,11,13-trien-18,10α-olide (57119-17-2)

Guidance literature:

With methanesulfonic acid; phosphorus pentoxide; for 0.5h;

DOI:10.1248/cpb.39.202

Reference yield:

13S-hydroxy-9-oxo-9,10-seco-abiet-8(14)-en-18,10a-olide → 9S-hydroxy-9,10-seco-abieta-11,13-dien-18,10a-olide + 9S,13S-epoxy-9,10-seco-abiet-8(14)-en-18,10a-olide + 9,10-seco-abieta-8,11,13-trien-18,10α-olide (57119-17-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;

DOI:10.1055/s-2004-827241

upstream raw materials:

(1R,2R,3S)-2-[2-(3-Isopropyl-phenyl)-ethyl]-1,3-dimethyl-cyclohexane-1,3-dicarboxylic acid monomethyl ester

Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate

2-(3-Isopropylphenyl)ethyl Bromide

3-isopropyl-phenethyl alcohol

Downstream raw materials:

9.10-Secoabieta-8.11.13-trien-10.18-diol