Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8-hydroxy-hexadeca-2,4,6,10-tetraenyl ester

Base Information

• Chemical Name: Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8-hydroxy-hexadeca-2,4,6,10-tetraenyl ester
• CAS No.: 82493-60-5
• Molecular Formula: C₂₉H₄₀O₅
• Molecular Weight: 468.634

Synonyms:Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8-hydroxy-hexadeca-2,4,6,10-tetraenyl ester

Chemical Property of Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8-hydroxy-hexadeca-2,4,6,10-tetraenyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8-hydroxy-hexadeca-2,4,6,10-tetraenyl ester

There total 58 articles about Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8-hydroxy-hexadeca-2,4,6,10-tetraenyl ester 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: 92.0%

(5S,12R,6Z,8E,10E,14Z)-ethyl 5-benzoyloxy-12-(tert-butyldimethylsilyloxy)icosatetra-6,8,10,14-enoate (137522-23-7) → (5S,12R,6Z,8E,10E,14Z)-ethyl 5-benzoyloxy-12-hydroxyicosatetra-6,8,10,14-enoate (82493-60-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 4h; Ambient temperature;

Reference yield: 80.0%

Benzoic acid (2Z,4E,6E,10Z)-(1R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester (137522-23-7) → Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8-hydroxy-hexadeca-2,4,6,10-tetraenyl ester (82493-60-5)

Guidance literature:

With n-Bu₄F; In methanol; water;

DOI:10.1016/S0040-4039(00)86935-X

Reference yield: 61.0%

ethyl 5(S)-(benzoyloxy)-12(R)-<(tert-butyldiphenylsilyl)oxy>-6(Z),8(E),10(E),14(Z)-icosatetraenoate (82493-59-2) → (5S,12R,6Z,8E,10E,14Z)-ethyl 5-benzoyloxy-12-hydroxyicosatetra-6,8,10,14-enoate (82493-60-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 15h; Ambient temperature;

DOI:10.1021/jo00271a032

upstream raw materials:

Benzoic acid (2Z,4E,6E,10Z)-(1R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

2-deoxy-D-ribose

(2E,4E,8Z)-6-Hydroxy-tetradeca-2,4,8-trienoic acid ethyl ester

(2E,4E,8Z)-6-(tert-Butyl-dimethyl-silanyloxy)-tetradeca-2,4,8-trien-1-ol

Downstream raw materials:

Leukotriene B

(6Z,8E,10E,14Z)-(5S,12R)-5,12-Dihydroxy-icosa-6,8,10,14-tetraenoic acid

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