(3E,7E)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene

Base Information

• Chemical Name: (3E,7E)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene
• CAS No.: 882187-46-4
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.355
• Mol file: 882187-46-4.mol

Synonyms:(3E,7E)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene

Chemical Property of (3E,7E)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3E,7E)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene

There total 6 articles about (3E,7E)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene 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: 75.0%

α-caryophyllene (6753-98-6) → (3E,7E)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene (882187-46-4,831227-95-3) + humulene 2,3-epoxide (19888-33-6,74282-07-8,80409-05-8,80797-01-9) + 9S*,10S*-humulene 9,10-epoxide

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at -10 - 20 ℃; for 15h; regioselective reaction;

DOI:10.1002/anie.201502302

Reference yield:

(9E)-humulene-2,3;6,7-diepoxide (531492-87-2) → (3E,7E)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene (882187-46-4,831227-95-3) + α-caryophyllene (6753-98-6) + humulene 2,3-epoxide (19888-33-6,74282-07-8,80409-05-8,80797-01-9)

Guidance literature:

With lithium aluminium tetrahydride; titanium(III) chloride; In tetrahydrofuran; at 10 - 20 ℃; for 0.583333h;

DOI:10.3987/COM-01-S1

Reference yield:

α-caryophyllene (6753-98-6) → (3E,7E)-1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene (882187-46-4,831227-95-3) + (4Z,7E)-1,5,9,9-tetramethyl-12-oxabicyclo[9.1.0]dodeca-4,7-diene

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; oxygen; 1,2,3,10a-tetrahydro-dipyrrolo[1,2-a;1',2'-d]pyrazine-5,10-dione; In dichloromethane; at 20 ℃; for 12h; Overall yield = 98 percent; Green chemistry;

DOI:10.1039/d1gc03029a

upstream raw materials:

(9E)-humulene-2,3;6,7-diepoxide

α-caryophyllene

Downstream raw materials:

humulol