Benzoic acid (2E,4Z,6E,8E)-(1S,10R,11S)-10,11-dihydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,8-tetraenyl ester

Base Information

Chemical Name:Benzoic acid (2E,4Z,6E,8E)-(1S,10R,11S)-10,11-dihydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,8-tetraenyl ester
CAS No.:105500-39-8
Molecular Formula:C₂₈H₃₈O₆
Molecular Weight:470.606
Hs Code.:

Synonyms:Benzoic acid (2E,4Z,6E,8E)-(1S,10R,11S)-10,11-dihydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,8-tetraenyl ester

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Chemical Property of Benzoic acid (2E,4Z,6E,8E)-(1S,10R,11S)-10,11-dihydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,8-tetraenyl ester

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Technology Process of Benzoic acid (2E,4Z,6E,8E)-(1S,10R,11S)-10,11-dihydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,8-tetraenyl ester

There total 10 articles about Benzoic acid (2E,4Z,6E,8E)-(1S,10R,11S)-10,11-dihydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,8-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: 50.0%

: 105448-71-3
Benzoic acid (2E,6E,8E)-(1S,10R,11S)-10,11-dihydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,6,8-trien-4-ynyl ester

: 105500-39-8
Benzoic acid (2E,4Z,6E,8E)-(1S,10R,11S)-10,11-dihydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,8-tetraenyl ester

Guidance literature:: With hydrogen; Lindlar's catalyst; In pyridine; ethyl acetate;
DOI:10.1016/S0040-4039(00)84105-2

Reference yield:

: 22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7
2-deoxy-D-ribose

: 105500-39-8
Benzoic acid (2E,4Z,6E,8E)-(1S,10R,11S)-10,11-dihydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,8-tetraenyl ester

Guidance literature:: Multi-step reaction with 6 steps

3: 60 percent / n-BuLi, BF_3.OEt₂ / tetrahydrofuran / -78 °C

4: 57 percent / MsCl, Et₃N, DBU / tetrahydrofuran / 10 - 23 °C

5: 73 percent / n-Bu₄NF / tetrahydrofuran / 25 °C

6: 50 percent / H₂ / Pd/CaCO₃ / pyridine; ethyl acetate

With n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; Lindlar's catalyst; In tetrahydrofuran; pyridine; ethyl acetate;
DOI:10.1016/S0040-4039(00)84105-2

Reference yield:

: 93398-60-8
(2E,4E)-(6R,7S)-6,7-Bis-(tert-butyl-dimethyl-silanyloxy)-dodeca-2,4-dienal

: 105500-39-8
Benzoic acid (2E,4Z,6E,8E)-(1S,10R,11S)-10,11-dihydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,8-tetraenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi, 2.) LDA / 1.) THF, 0 grad C, 2.) THF, 0 grad C

2: 60 percent / n-BuLi, BF_3.OEt₂ / tetrahydrofuran / -78 °C

3: 57 percent / MsCl, Et₃N, DBU / tetrahydrofuran / 10 - 23 °C

4: 73 percent / n-Bu₄NF / tetrahydrofuran / 25 °C

5: 50 percent / H₂ / Pd/CaCO₃ / pyridine; ethyl acetate

With n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; Lindlar's catalyst; In tetrahydrofuran; pyridine; ethyl acetate;
DOI:10.1016/S0040-4039(00)84105-2