(5Z,8Z,11Z)-(14S,15S)-14-Hydroxy-15-(2-phenylsulfanyl-ethoxy)-icosa-5,8,11-trienoic acid methyl ester

Base Information

Chemical Name:(5Z,8Z,11Z)-(14S,15S)-14-Hydroxy-15-(2-phenylsulfanyl-ethoxy)-icosa-5,8,11-trienoic acid methyl ester
CAS No.:358621-02-0
Molecular Formula:C₂₉H₄₄O₄S
Molecular Weight:488.732
Hs Code.:

Synonyms:(5Z,8Z,11Z)-(14S,15S)-14-Hydroxy-15-(2-phenylsulfanyl-ethoxy)-icosa-5,8,11-trienoic acid methyl ester

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Chemical Property of (5Z,8Z,11Z)-(14S,15S)-14-Hydroxy-15-(2-phenylsulfanyl-ethoxy)-icosa-5,8,11-trienoic acid methyl ester

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Technology Process of (5Z,8Z,11Z)-(14S,15S)-14-Hydroxy-15-(2-phenylsulfanyl-ethoxy)-icosa-5,8,11-trienoic acid methyl ester

There total 2 articles about (5Z,8Z,11Z)-(14S,15S)-14-Hydroxy-15-(2-phenylsulfanyl-ethoxy)-icosa-5,8,11-trienoic acid methyl 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:

: 110901-52-5
14(S),15(R)-epoxyeicosatrienoic acid methyl ester

: 699-12-7
2-(phenylthio)ethanol

: 358621-02-0
(5Z,8Z,11Z)-(14S,15S)-14-Hydroxy-15-(2-phenylsulfanyl-ethoxy)-icosa-5,8,11-trienoic acid methyl ester

Guidance literature:: With aluminum oxide; In dibutyl ether; at 80 ℃; for 16h;
DOI:10.1016/S0040-4039(01)00694-3

Reference yield:

: 506-32-1,236743-58-1
all cis 5,8,11,14-eicosatetraenoic acid

: 358621-02-0
(5Z,8Z,11Z)-(14S,15S)-14-Hydroxy-15-(2-phenylsulfanyl-ethoxy)-icosa-5,8,11-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: cytochrome P₄₅₀BM₃ (F₈₇V); NADPH; K₂CO₃ / various solvent(s) / 0.25 h / 20 °C / pH 7.4

1.2: 45 percent / diethyl ether; methanol

2.1: Al₂O₃ / dibutyl ether / 16 h / 80 °C

With aluminum oxide; cytochrome P₄₅₀BM₃ (F₈₇V); potassium carbonate; NADPH; In dibutyl ether;
DOI:10.1016/S0040-4039(01)00694-3

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 358621-02-0
(5Z,8Z,11Z)-(14S,15S)-14-Hydroxy-15-(2-phenylsulfanyl-ethoxy)-icosa-5,8,11-trienoic acid methyl ester

: 358621-03-1
(5Z,8Z,11Z)-(14S,15S)-15-(2-Benzenesulfonyl-ethoxy)-14-(toluene-4-sulfonyloxy)-icosa-5,8,11-trienoic acid methyl ester

Guidance literature:: p-toluenesulfonyl chloride; (5Z,8Z,11Z)-(14S,15S)-14-Hydroxy-15-(2-phenylsulfanyl-ethoxy)-icosa-5,8,11-trienoic acid methyl ester; With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; at 23 ℃; for 8h;

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In acetonitrile; at 81 ℃; for 24h;
DOI:10.1016/S0040-4039(01)00694-3