methyl 4-<2-<1-<3,8-dimethyl-5-(1-methylethyl)azulenyl>>ethenyl>benzoate

Base Information

• Chemical Name: methyl 4-<2-<1-<3,8-dimethyl-5-(1-methylethyl)azulenyl>>ethenyl>benzoate
• CAS No.: 152531-72-1
• Molecular Formula: C₂₅H₂₆O₂
• Molecular Weight: 358.48
• Mol file: 152531-72-1.mol

Synonyms:methyl 4-<2-<1-<3,8-dimethyl-5-(1-methylethyl)azulenyl>>ethenyl>benzoate

Chemical Property of methyl 4-<2-<1-<3,8-dimethyl-5-(1-methylethyl)azulenyl>>ethenyl>benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of methyl 4-<2-<1-<3,8-dimethyl-5-(1-methylethyl)azulenyl>>ethenyl>benzoate

There total 2 articles about methyl 4-<2-<1-<3,8-dimethyl-5-(1-methylethyl)azulenyl>>ethenyl>benzoate 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: 46.0%

[(3-guaiazulenyl)methyl]triphenylphosphonium bromide (1206228-10-5) + methyl 4-formylbenzoate (1571-08-0) → (Z)-1-(3-guaiazulenyl)-2-[4-(methoxycarbonyl)phenyl]ethylene + methyl 4-<2-<1-<3,8-dimethyl-5-(1-methylethyl)azulenyl>>ethenyl>benzoate (152531-72-1)

Guidance literature:

[(3-guaiazulenyl)methyl]triphenylphosphonium bromide; With sodium methylate; In methanol; at 25 ℃; for 0.25h; Inert atmosphere;

methyl 4-formylbenzoate; In methanol; at 25 ℃; for 24h; optical yield given as %de; Inert atmosphere;

DOI:10.1246/bcsj.20100069

Reference yield:

5-isopropyl-3,8-dimethylazulene-1-carbaldehyde (3331-47-3) + 4-(diethyoxyphosphorylmethyl)benzoic acid methyl ester (14295-52-4) → methyl 4-<2-<1-<3,8-dimethyl-5-(1-methylethyl)azulenyl>>ethenyl>benzoate (152531-72-1)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -78 deg C, 10 min, 2.) THF, RT, 2.5 h;

DOI:10.1021/jm00073a013

Reference yield: 76.0%

methyl 4-<2-<1-<3,8-dimethyl-5-(1-methylethyl)azulenyl>>ethenyl>benzoate (152531-72-1) → 4-<2-<1-<3,8-dimethyl-5-(1-methylethyl)azulenyl>>ethenyl>benzyl alcohol

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; dichloromethane; at -78 ℃; for 1h;

DOI:10.1021/jm00073a013

upstream raw materials:

5-isopropyl-3,8-dimethylazulene-1-carbaldehyde

4-(diethyoxyphosphorylmethyl)benzoic acid methyl ester

[(3-guaiazulenyl)methyl]triphenylphosphonium bromide

methyl 4-formylbenzoate

Downstream raw materials:

1,1,2,2,11,11,12,12-octacyano-3-[4-(methoxycarbonyl)phenyl]-8-isopropyl-5,10-dimethyl-1,2,3,6,9,10a-hexahydro-6,9-ethanobenz[a]azulene