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

Base Information

Chemical Name:(Z,Z,E,E,R)methyl 14-benzoyloxy 5,8,10,12 eicosatetraenoate
CAS No.:131138-12-0
Molecular Formula:C₂₈H₃₈O₄
Molecular Weight:438.607
Hs Code.:

Synonyms:

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

Chemical Property:

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

There total 6 articles about (Z,Z,E,E,R)methyl 14-benzoyloxy 5,8,10,12 eicosatetraenoate 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

: 131138-12-0
(Z,Z,E,E,R)methyl 14-benzoyloxy 5,8,10,12 eicosatetraenoate

Guidance literature:: Multi-step reaction with 6 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

6: tetrahydrofuran / -78 - 25 °C

With lead(IV) acetate; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4020(01)96002-8

Reference yield:

: 131138-10-8
(R) 2-benzoyloxy octanal

: 131138-12-0
(Z,Z,E,E,R)methyl 14-benzoyloxy 5,8,10,12 eicosatetraenoate

Guidance literature:: Multi-step reaction with 2 steps

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

2: tetrahydrofuran / -78 - 25 °C

With iodine; dimethyl sulfoxide; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)96002-8

Reference yield:

: 131157-18-1
(S,R) 3-benzoyloxy nonane-1,2-diol

: 131138-12-0
(Z,Z,E,E,R)methyl 14-benzoyloxy 5,8,10,12 eicosatetraenoate

Guidance literature:: Multi-step reaction with 3 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

3: tetrahydrofuran / -78 - 25 °C

With lead(IV) acetate; iodine; sodium carbonate; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)96002-8