(E,E,R) 6-benzoyloxy 2,4-dodecadienal

Base Information

• Chemical Name: (E,E,R) 6-benzoyloxy 2,4-dodecadienal
• CAS No.: 131138-11-9
• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.398
• Mol file: 131138-11-9.mol

Synonyms:

Chemical Property of (E,E,R) 6-benzoyloxy 2,4-dodecadienal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E,E,R) 6-benzoyloxy 2,4-dodecadienal

There total 5 articles about (E,E,R) 6-benzoyloxy 2,4-dodecadienal 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:

(4S)4-((Z)(1R)1-t-butyldiphenylsilyloxy 3-heptenyl) 2,2-dimethyl-1,3-dioxolane → (E,E,R) 6-benzoyloxy 2,4-dodecadienal (131138-11-9)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / 10percent Pd-C / ethyl acetate / 15 h / 760 Torr

2: 1) Bu₄NF, HOAc, 2) NEt₃ / 1) THF, 28 h, 50 deg C, 2) CH₂Cl₂, RT, 30h

3: 288 mg / 80percent HOAc / 7 h / 45 °C

4: 85 percent / Na₂CO₃, Pb(OAc)4 / CH₂Cl₂ / 1 h / -78 - -40 °C

5: 1) DMSO, 2) I₂ / 1) 2h, RT, 2) CH₂Cl₂, irradiation, 5 min

With lead(IV) acetate; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1016/S0040-4020(01)96002-8

Reference yield:

(S,R) 3-benzoyloxy nonane-1,2-diol (131157-18-1) → (E,E,R) 6-benzoyloxy 2,4-dodecadienal (131138-11-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Na₂CO₃, Pb(OAc)4 / CH₂Cl₂ / 1 h / -78 - -40 °C

2: 1) DMSO, 2) I₂ / 1) 2h, RT, 2) CH₂Cl₂, irradiation, 5 min

With lead(IV) acetate; iodine; sodium carbonate; dimethyl sulfoxide; In dichloromethane;

DOI:10.1016/S0040-4020(01)96002-8

Reference yield:

(4S)4-((1R)1-benzoyloxyheptyl) 2,2-dimethyl 1,3-dioxolane → (E,E,R) 6-benzoyloxy 2,4-dodecadienal (131138-11-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 288 mg / 80percent HOAc / 7 h / 45 °C

2: 85 percent / Na₂CO₃, Pb(OAc)4 / CH₂Cl₂ / 1 h / -78 - -40 °C

3: 1) DMSO, 2) I₂ / 1) 2h, RT, 2) CH₂Cl₂, irradiation, 5 min

With lead(IV) acetate; iodine; sodium carbonate; acetic acid; dimethyl sulfoxide; In dichloromethane;

DOI:10.1016/S0040-4020(01)96002-8

upstream raw materials:

(R) 2-benzoyloxy octanal

(2E)-4-triphenylphosphoranylidene-2-butenal

(S,R) 3-benzoyloxy nonane-1,2-diol

Downstream raw materials:

(Z,Z,E,E,R)methyl 14-benzoyloxy 5,8,10,12 eicosatetraenoate