(2Z,6E,10E)-12-Benzyloxy-2,6,10-trimethyl-dodeca-2,6,10-trienoic acid ethyl ester

Base Information

Chemical Name:(2Z,6E,10E)-12-Benzyloxy-2,6,10-trimethyl-dodeca-2,6,10-trienoic acid ethyl ester
CAS No.:872351-65-0
Molecular Formula:C₂₄H₃₄O₃
Molecular Weight:370.532
Hs Code.:

Synonyms:(2Z,6E,10E)-12-Benzyloxy-2,6,10-trimethyl-dodeca-2,6,10-trienoic acid ethyl ester

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Chemical Property of (2Z,6E,10E)-12-Benzyloxy-2,6,10-trimethyl-dodeca-2,6,10-trienoic acid ethyl ester

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Technology Process of (2Z,6E,10E)-12-Benzyloxy-2,6,10-trimethyl-dodeca-2,6,10-trienoic acid ethyl ester

There total 4 articles about (2Z,6E,10E)-12-Benzyloxy-2,6,10-trimethyl-dodeca-2,6,10-trienoic acid ethyl 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: 94.0%

: 147458-58-0
(4E,8E)-10-Benzyloxy-4,8-dimethyl-deca-4,8-dienal

: 107905-52-2
ethyl 2-[bis(2,2,2-trifluoroethyl)phosphono]propionate

: 872351-65-0
(2Z,6E,10E)-12-Benzyloxy-2,6,10-trimethyl-dodeca-2,6,10-trienoic acid ethyl ester

Guidance literature:: With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;
DOI:10.1021/jo0517489

Reference yield:

: 3-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2-dimethyl-oxirane

: 872351-65-0
(2Z,6E,10E)-12-Benzyloxy-2,6,10-trimethyl-dodeca-2,6,10-trienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 4.1 g / H₂SO₄ / H₂O / 2 h

2: 91 percent / NaIO₄ / H₂O; tetrahydrofuran / 2 h

3: 94 percent / 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

With sodium periodate; 18-crown-6 ether; sulfuric acid; potassium hexamethylsilazane; In tetrahydrofuran; water; toluene; 3: Still-Gennari olefination;
DOI:10.1021/jo0517489

Reference yield:

: (6E,10E)-12-Benzyloxy-3-bromo-2,6,10-trimethyl-dodeca-6,10-dien-2-ol

: 872351-65-0
(2Z,6E,10E)-12-Benzyloxy-2,6,10-trimethyl-dodeca-2,6,10-trienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: KOH / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

2: 4.1 g / H₂SO₄ / H₂O / 2 h

3: 91 percent / NaIO₄ / H₂O; tetrahydrofuran / 2 h

4: 94 percent / 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

With potassium hydroxide; sodium periodate; 18-crown-6 ether; sulfuric acid; potassium hexamethylsilazane; In tetrahydrofuran; water; toluene; tert-butyl alcohol; 4: Still-Gennari olefination;
DOI:10.1021/jo0517489