4α,5α-epoxyisocaryophyllene

Base Information

• Chemical Name: 4α,5α-epoxyisocaryophyllene
• CAS No.: 60594-23-2
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.355
• Mol file: 60594-23-2.mol

Synonyms:4α,5α-epoxyisocaryophyllene

Chemical Property of 4α,5α-epoxyisocaryophyllene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4α,5α-epoxyisocaryophyllene

There total 16 articles about 4α,5α-epoxyisocaryophyllene 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: 82.0%

β-caryophyllene (87-44-5) → Caryophyllene oxide (1139-30-6,13877-94-6,17627-43-9,60594-22-1,60594-23-2,68832-36-0,103475-43-0,119818-36-9,119818-37-0)

Guidance literature:

With sodium hydroxide; sodium tungstate; phenylphosphonate; dihydrogen peroxide; methyl tri-n-octyl ammonium hydrogen sulfate; In water; at 25 ℃; for 12h;

DOI:10.1055/s-0028-1088156

Reference yield: 79.0%

β-caryophyllene (87-44-5,118-65-0,10579-93-8,13877-93-5,17627-40-6,54061-81-3,61217-74-1,68832-35-9,89575-63-3) → (1R,6R,10S)-5,12,12-Trimethyl-9-methylene-4-oxa-tricyclo[8.2.0.03,5]dodecan-6-ol (88514-14-1) + caryophyllenol-II (19431-76-6,19431-77-7,32214-88-3,32214-89-4,34298-31-2,38284-08-1,73088-51-4) + caryophyllene epoxide (1139-30-6,13877-94-6,17627-43-9,60594-22-1,60594-23-2,68832-36-0,103475-43-0,119818-36-9,119818-37-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 0 ℃; for 6h;

DOI:10.1016/S0040-4020(01)91590-X

Reference yield:

β-caryophyllene (87-44-5) → 4-((1S,2R)-3,3-dimethyl-2-(3-oxobutyl)cyclobutyl)pent-4-enal (101979-01-5) + Caryophyllene oxide (1139-30-6,13877-94-6,17627-43-9,60594-22-1,60594-23-2,68832-36-0,103475-43-0,119818-36-9,119818-37-0) + 4,8-β-epoxi-caryophyllene + (-)-isocaryophyllene (118-65-0)

Guidance literature:

With N-hydroxyphthalimide; 1,4-di-tert-butylbenzene; oxygen; In acetonitrile; at 80 ℃; for 3h; under 750.075 Torr; Pressure; Temperature; Reagent/catalyst; Solvent;

DOI:10.1002/chem.201404711

upstream raw materials:

β-caryophyllene

(1S,4S,7R)-7-Isopropenyl-1,4-dimethyl-1,2,3,4,5,6,7,8-octahydro-azulene

acetic acid

β-caryophyllene

Downstream raw materials:

5α-hydroxycaryophylla-3,8(13)-diene

clovanediol

caryolandiol

((1R,4S,6R,10S,12R)-4,12-Dimethyl-9-methylene-5-oxa-tricyclo[8.2.0.0^4,6]dodec-12-yl)-methanol

Refernces

• 1、 Fu, Zaihui,Huang, Hongmei,Mao, Liqiu,Mao, Wensheng,Shi, Lihan,Xiao, Yi,Yin, Dulin,Yu, Ningya,Zhang, Li,Zhao, Yaqian. "An ultrathin amino-acid based copper(II) coordination polymer nanosheet for efficient epoxidation of β-caryophyllene". . . Retrieved 2021/07/26.
• 2、 Li, Shiye,Shi, Lihan,Zhang, Li,Huang, Hongmei,Xiao, Yi,Mao, Liqiu,Tan, Rong,Fu, Zaihui,Yu, Ningya,Yin, Dulin. "Ionic liquid-mediated catalytic oxidation of β-caryophyllene by ultrathin 2D metal-organic framework nanosheets under 1 atm O2". . . Retrieved 2020/09/16.