2,4,10-Undecatrienoic acid, 7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-, ethyl ester, (2E,4E,6S,7S,8R,9S,10E)-

Base Information

Chemical Name:2,4,10-Undecatrienoic acid, 7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-, ethyl ester, (2E,4E,6S,7S,8R,9S,10E)-
CAS No.:329362-97-2
Molecular Formula:C24H34O4
Molecular Weight:386.532
Hs Code.:

Synonyms:

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Chemical Property of 2,4,10-Undecatrienoic acid, 7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-, ethyl ester, (2E,4E,6S,7S,8R,9S,10E)-

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Technology Process of 2,4,10-Undecatrienoic acid, 7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-, ethyl ester, (2E,4E,6S,7S,8R,9S,10E)-

There total 40 articles about 2,4,10-Undecatrienoic acid, 7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-, ethyl ester, (2E,4E,6S,7S,8R,9S,10E)- 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: 56.0%

: 922718-36-3
4-(benzothiazole-2-sulfonyl)-3-methyl-but-2-enoic acid ethyl ester

: 329362-90-5
(2R,3R,4R,5S,E)-3,5-dimethoxy-2,4-dimethyl-7-phenylhept-6-enal

: 329362-97-2
ethyl 7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-(2E,4E,6S,7S,8R,9S,10E)-2,4,10-undecatrienoate

Guidance literature:: 4-(benzothiazole-2-sulfonyl)-3-methyl-but-2-enoic acid ethyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

(2R,3R,4R,5S,E)-3,5-dimethoxy-2,4-dimethyl-7-phenylhept-6-enal; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/j.tetlet.2006.10.141

Reference yield:

: 307492-71-3
3,5-dimethoxy-2,4-dimethyl-7-phenyl-(2S,3S,4R,5S,6E)-6-hepten-1-ol

: 329362-97-2
ethyl 7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-(2E,4E,6S,7S,8R,9S,10E)-2,4,10-undecatrienoate

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / Dess-Martin reagent / CH₂Cl₂ / 2 h / 20 °C

2: 56 percent / LiHMDS / tetrahydrofuran / 1 h / -78 °C

With Dess-Martin periodane; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2007-984896

Reference yield:

: (E)-(2R,3S)-3-Hydroxy-2-methyl-5-phenyl-pent-4-enal

: 329362-97-2
ethyl 7,9-dimethoxy-3,6,8-trimethyl-11-phenyl-(2E,4E,6S,7S,8R,9S,10E)-2,4,10-undecatrienoate

Guidance literature:: Multi-step reaction with 12 steps

1: 70 percent / CH₂Cl₂ / 0.17 h / 0 °C

2: 85 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 0.5 h / -78 °C

3: 82 percent / imidazole / tetrahydrofuran / 1 h / 0 - 20 °C

4: 88 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 4 h / 0 - 20 °C

5: 89 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 1 h / 0 - 20 °C

6: 93 percent / tert-butyl hydroperoxide; (i-PrO)4Ti; (-)-diisopropyl tartrate / CH₂Cl₂; toluene / 1 h / -20 °C

7: 86 percent / CuI / diethyl ether / 2 h / -20 °C

8: imidazole / tetrahydrofuran / 0 - 20 °C

9: NaH; tetrabutylammonium iodide / tetrahydrofuran / 0 - 20 °C

10: camphorsulfonic acid / CH₂Cl₂; methanol / 0 - 20 °C

11: 96 percent / DMSO; Et₃N; SO₃*py / CH₂Cl₂ / 0.33 h

12: 48 percent / diisopropylamine; n-BuLi; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran; hexane / 8 h / -78 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(l) iodide; n-butyllithium; (-)-diisopropyl tartrate; pyridine-SO₃ complex; camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; 6: Sharpless epoxidation / 12: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0040-4020(01)00940-1