3-<3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hydroxy-1-methyl-1-propyl>-5-<(E)-3-(acetyloxy)-1-methyl-1-propenyl>-isoxazole

Base Information

• Chemical Name: 3-<3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hydroxy-1-methyl-1-propyl>-5-<(E)-3-(acetyloxy)-1-methyl-1-propenyl>-isoxazole
• CAS No.: 125316-31-6
• Molecular Formula: C₂₂H₃₃NO₄
• Molecular Weight: 375.508
• Mol file: 125316-31-6.mol

Synonyms:

Chemical Property of 3-<3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hydroxy-1-methyl-1-propyl>-5-<(E)-3-(acetyloxy)-1-methyl-1-propenyl>-isoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hydroxy-1-methyl-1-propyl>-5-<(E)-3-(acetyloxy)-1-methyl-1-propenyl>-isoxazole

There total 5 articles about 3-<3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hydroxy-1-methyl-1-propyl>-5-<(E)-3-(acetyloxy)-1-methyl-1-propenyl>-isoxazole 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: 70.0%

3-<3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hydroxy-1-methyl-1-propyl>-5-<(E)-3-hydroxy-1-methyl-1-propenyl>-isoxazole (125316-30-5,130285-76-6,130285-79-9) + acetic anhydride (108-24-7) → 3-<3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hydroxy-1-methyl-1-propyl>-5-<(E)-3-(acetyloxy)-1-methyl-1-propenyl>-isoxazole (125316-31-6,130285-77-7,130285-80-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1016/0223-5234(90)90212-L

Reference yield:

beta damascone (23726-91-2) → 3-<3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hydroxy-1-methyl-1-propyl>-5-<(E)-3-(acetyloxy)-1-methyl-1-propenyl>-isoxazole (125316-31-6,130285-77-7,130285-80-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / tetramethylguanidine / 24 h / Ambient temperature

2: 90 percent / Et₃N, phenylisocyanate / benzene / Ambient temperature

3: 85 percent / LiOH*H₂O / methanol; H₂O / 0.17 h / 0 °C

4: 66.6 percent / diisobutyl-aluminium hydride / toluene / 2 h / -78 °C

5: 70 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With dmap; lithium hydroxide; diisobutylaluminum hydride; 1,1,3,3-tetramethylguanidine; phenyl isocyanate; triethylamine; In methanol; dichloromethane; water; toluene; benzene;

DOI:10.1016/0223-5234(90)90212-L

Reference yield:

3-methyl-4-nitro-1-(2',6',6'-trimethylcyclohex-1-en-1-yl)butan-1-one (130285-75-5) → 3-<3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hydroxy-1-methyl-1-propyl>-5-<(E)-3-(acetyloxy)-1-methyl-1-propenyl>-isoxazole (125316-31-6,130285-77-7,130285-80-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / Et₃N, phenylisocyanate / benzene / Ambient temperature

2: 85 percent / LiOH*H₂O / methanol; H₂O / 0.17 h / 0 °C

3: 66.6 percent / diisobutyl-aluminium hydride / toluene / 2 h / -78 °C

4: 70 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With dmap; lithium hydroxide; diisobutylaluminum hydride; phenyl isocyanate; triethylamine; In methanol; dichloromethane; water; toluene; benzene;

DOI:10.1016/0223-5234(90)90212-L

upstream raw materials:

3-<3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-hydroxy-1-methyl-1-propyl>-5-<(E)-3-hydroxy-1-methyl-1-propenyl>-isoxazole

acetic anhydride

beta damascone

3-methyl-4-nitro-1-(2',6',6'-trimethylcyclohex-1-en-1-yl)butan-1-one

Downstream raw materials:

3-<(E)-3-(2,6,6-trimethyl-2-cyclohexen-1-ylidene)-1-methyl-1-propyl>-5-<(E)-3-(acetyloxy)-1-methyl-1-propenyl>-isoxazole