Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8,16-dihydroxy-hexadeca-2,4,6,10-tetraenyl ester

Base Information

Chemical Name:Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8,16-dihydroxy-hexadeca-2,4,6,10-tetraenyl ester
CAS No.:89682-37-1
Molecular Formula:C₂₉H₄₀O₆
Molecular Weight:484.633
Hs Code.:

Synonyms:Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8,16-dihydroxy-hexadeca-2,4,6,10-tetraenyl ester

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Chemical Property of Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8,16-dihydroxy-hexadeca-2,4,6,10-tetraenyl ester

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Technology Process of Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8,16-dihydroxy-hexadeca-2,4,6,10-tetraenyl ester

There total 12 articles about Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8,16-dihydroxy-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: 70.0%

: 85593-73-3
Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-8,16-bis-(tert-butyl-diphenyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

: 89682-37-1
Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8,16-dihydroxy-hexadeca-2,4,6,10-tetraenyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 25 ℃;
DOI:10.1016/S0040-4039(00)85704-4

Reference yield:

: 82493-58-1
ethyl 2-O benzoyl-3,4,5-trideoxy-L-glycero-hexuronate

: 89682-37-1
Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8,16-dihydroxy-hexadeca-2,4,6,10-tetraenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 30 percent / LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide

2: 70 percent / (nBu)4NF / tetrahydrofuran / 0 - 25 °C

With tetrabutyl ammonium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1016/S0040-4039(00)85704-4

Reference yield:

: 53036-80-9
6-carboxy hexylidene triphenylphosphorane

: 89682-37-1
Benzoic acid (2Z,4E,6E,10Z)-(1S,8R)-1-(3-ethoxycarbonyl-propyl)-8,16-dihydroxy-hexadeca-2,4,6,10-tetraenyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 60 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

2: 80 percent / LiAlH₄ / tetrahydrofuran / Heating

3: TFA / tetrahydrofuran; H₂O / 16 h / Ambient temperature

5: 50 percent / benzene / 6 h / 80 °C

6: 80 percent / DMAP, Et₃N / CH₂Cl₂

7: 90 percent / NaH / toluene

8: 90 percent / AlH₃ / tetrahydrofuran / 0 °C

9: 60 percent / 1.) CBr₄ 2.) CH₃CN

10: 30 percent / LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide

11: 70 percent / (nBu)4NF / tetrahydrofuran / 0 - 25 °C

With aluminium hydride; dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; toluene; benzene;
DOI:10.1016/S0040-4039(00)85704-4