(5Z,8Z,11Z)-14-(Toluene-4-sulfonyloxy)-tetradeca-5,8,11-trienoic acid methyl ester

Base Information

Chemical Name:(5Z,8Z,11Z)-14-(Toluene-4-sulfonyloxy)-tetradeca-5,8,11-trienoic acid methyl ester
CAS No.:1027177-88-3
Molecular Formula:C₂₂H₃₀O₅S
Molecular Weight:406.543
Hs Code.:

Synonyms:(5Z,8Z,11Z)-14-(Toluene-4-sulfonyloxy)-tetradeca-5,8,11-trienoic acid methyl ester

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Chemical Property of (5Z,8Z,11Z)-14-(Toluene-4-sulfonyloxy)-tetradeca-5,8,11-trienoic acid methyl ester

Chemical Property:

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Technology Process of (5Z,8Z,11Z)-14-(Toluene-4-sulfonyloxy)-tetradeca-5,8,11-trienoic acid methyl ester

There total 6 articles about (5Z,8Z,11Z)-14-(Toluene-4-sulfonyloxy)-tetradeca-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: 84.0%

: 112638-48-9
14-hydroxy-tetradeca-all-cis-5,8,11-trienoic acid methyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 1027177-88-3
(5Z,8Z,11Z)-14-(Toluene-4-sulfonyloxy)-tetradeca-5,8,11-trienoic acid methyl ester

Guidance literature:: With pyridine; In dichloromethane;
DOI:10.1021/jm9702950

Reference yield:

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

: 1027177-88-3
(5Z,8Z,11Z)-14-(Toluene-4-sulfonyloxy)-tetradeca-5,8,11-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: CH₂Cl₂ / 0.67 h / Ambient temperature

2: 1.) H₂O₂, KHSO₄, 2.) 1,1'-carbonyldiimidazole

3: 68 percent / aq. HClO₄ / tetrahydrofuran / 4 h / Ambient temperature

4: 40 percent / Pb(OAc)4 / CH₂Cl₂ / 0.5 h / -24 °C

5: NaBH₄ / methanol / Ambient temperature

6: 84 percent / pyridine / CH₂Cl₂

With pyridine; lead(IV) acetate; sodium tetrahydroborate; potassium hydrogensulfate; perchloric acid; dihydrogen peroxide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm9702950

Reference yield:

: 195612-60-3
14,15-dihydroxy-eicosa-5Z,8Z,11Z-trienoic acid methyl ester

: 1027177-88-3
(5Z,8Z,11Z)-14-(Toluene-4-sulfonyloxy)-tetradeca-5,8,11-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 40 percent / Pb(OAc)4 / CH₂Cl₂ / 0.5 h / -24 °C

2: NaBH₄ / methanol / Ambient temperature

3: 84 percent / pyridine / CH₂Cl₂

With pyridine; lead(IV) acetate; sodium tetrahydroborate; In methanol; dichloromethane;
DOI:10.1021/jm9702950