Technology Process of 2,8-Undecadienoic acid,
5,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11-[(4-methoxyphenyl)meth
oxy]-4,6,8,10-tetramethyl-, methyl ester, (2E,4R,5R,6S,7R,8E,10S)-
There total 10 articles about 2,8-Undecadienoic acid,
5,7-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11-[(4-methoxyphenyl)meth
oxy]-4,6,8,10-tetramethyl-, methyl ester, (2E,4R,5R,6S,7R,8E,10S)- 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:
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498579-22-9
(2E,8E)-(4R,5R,6S,7R,10S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-4,6,8,10-tetramethyl-undeca-2,8-dienoic acid methyl ester
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498579-06-9
(2E,8E)-(4S,5R,6S,7R,10S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-4,6,8,10-tetramethyl-undeca-2,8-dienoic acid methyl ester
- Guidance literature:
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With
tris(pentafluorophenyl)borate;
In
diethyl ether; dichloromethane;
at 20 ℃;
for 2h;
DOI:10.1055/s-2002-35582
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498579-22-9
(2E,8E)-(4R,5R,6S,7R,10S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-4,6,8,10-tetramethyl-undeca-2,8-dienoic acid methyl ester
- Guidance literature:
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Multi-step reaction with 9 steps
1: 90 percent / Dess-Martin periodinane / CH2Cl2
2: 95 percent / Ph3P
3: 90 percent / DIBALH / CH2Cl2
4: 98 percent / MnO2 / CH2Cl2
5: 82 percent / (n-Bu)2BOTf; Et3N / CH2Cl2
6: AlMe3 / CH2Cl2
7: 2,6-lutidine / CH2Cl2
8: 89 percent / DIBALH / tetrahydrofuran
9: tris(pentafluorophenyl)borane / CH2Cl2; diethyl ether / 2 h / 20 °C
With
2,6-dimethylpyridine; manganese(IV) oxide; di-n-butylboryl trifluoromethanesulfonate; tris(pentafluorophenyl)borate; trimethylaluminum; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; dichloromethane;
2: Wittig reaction / 9: Evans aldol reaction;
DOI:10.1055/s-2002-35582
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498579-22-9
(2E,8E)-(4R,5R,6S,7R,10S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-4,6,8,10-tetramethyl-undeca-2,8-dienoic acid methyl ester
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 95 percent / Ph3P
2: 90 percent / DIBALH / CH2Cl2
3: 98 percent / MnO2 / CH2Cl2
4: 82 percent / (n-Bu)2BOTf; Et3N / CH2Cl2
5: AlMe3 / CH2Cl2
6: 2,6-lutidine / CH2Cl2
7: 89 percent / DIBALH / tetrahydrofuran
8: tris(pentafluorophenyl)borane / CH2Cl2; diethyl ether / 2 h / 20 °C
With
2,6-dimethylpyridine; manganese(IV) oxide; di-n-butylboryl trifluoromethanesulfonate; tris(pentafluorophenyl)borate; trimethylaluminum; diisobutylaluminium hydride; triethylamine; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; dichloromethane;
1: Wittig reaction / 8: Evans aldol reaction;
DOI:10.1055/s-2002-35582