nootkatone-11,12-epoxide

Base Information

• Chemical Name: nootkatone-11,12-epoxide
• CAS No.: 438536-22-2
• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.338
• Mol file: 438536-22-2.mol

Synonyms:

Chemical Property of nootkatone-11,12-epoxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of nootkatone-11,12-epoxide

There total 3 articles about nootkatone-11,12-epoxide 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: 12.0%

(+)-nootkatone (4674-50-4) → nootkatone-11,12-epoxide (438536-22-2) + (4R,4aS,6R)-6-acetyl-4,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one (27024-87-9) + (R)-3-((1S,5R)-2-Formyl-5-isopropenyl-1-methyl-cyclohex-2-enyl)-butyric acid (141695-83-2) + (1R,4R,6S,7R,9S,10S)-4-Isopropenyl-10-methoxy-6,7-dimethyl-11,12-dioxa-tricyclo[7.2.1.01,6]dodecan-9-ol (141695-82-1)

Guidance literature:

With oxygen; In methanol; for 38h; Further byproducts given; Irradiation;

Reference yield: 3.0%

(+)-nootkatone (4674-50-4) → nootkatone-11,12-epoxide (438536-22-2) + (4R,4aS,6R)-6-acetyl-4,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one (27024-87-9) + (R)-3-((1S,5R)-2-Formyl-5-isopropenyl-1-methyl-cyclohex-2-enyl)-butyric acid (141695-83-2) + (1R,2aS,5R,5aS,7R,9aR)-1-((2R,8R,8aS)-8,8a-Dimethyl-6-oxo-1,2,3,4,6,7,8,8a-octahydro-naphthalen-2-yl)-7-isopropenyl-1,5,5a-trimethyl-octahydro-cyclobuta[d]naphthalen-3-one + (1S,2aS,5R,5aS,7R,9aR)-1-((2R,8R,8aS)-8,8a-Dimethyl-6-oxo-1,2,3,4,6,7,8,8a-octahydro-naphthalen-2-yl)-7-isopropenyl-1,5,5a-trimethyl-octahydro-cyclobuta[d]naphthalen-3-one + (2R,2aS,5R,5aS,7R,9aR)-2-((2S,4aS,5R)-4a,5-Dimethyl-7-oxo-1,2,3,4,4a,5,6,7-octahydro-naphthalen-2-yl)-7-isopropenyl-2,5,5a-trimethyl-octahydro-cyclobuta[d]naphthalen-3-one (141695-80-9)

Guidance literature:

With oxygen; In methanol; for 19h; Product distribution; Irradiation; var. reaction conditions: with and without O₂ and methylene blue (MB);

Reference yield:

(+)-nootkatone (4674-50-4) → nootkatone-11,12-epoxide (438536-22-2) + 11,12-dihydroxy-2-oxo-4α,5α,7β-eremophila-1(10),11-diene (226547-04-2,114394-01-3)

Guidance literature:

With Aspergillus ochraceus AM₄₅₆; In acetone; for 24h; Culture medium; Enzymatic reaction;

DOI:10.1016/j.bmc.2011.01.062

upstream raw materials:

(+)-nootkatone

Refernces

• 1、 Tateba, Hideki,Morita, Kouzou,Tada, Masahiro. "Photochemical Reaction of Nootkatone under Various Conditions". . p. 1001 - 1024. Retrieved 2007/10/02.