Technology Process of 6,10-Undecadienal,
2,6,10-trimethyl-11-(2-methyl-4-thiazolyl)-9-[[2-(trimethylsilyl)ethoxy]meth
oxy]-, (2S,6Z,9S,10E)-
There total 1 articles about 6,10-Undecadienal,
2,6,10-trimethyl-11-(2-methyl-4-thiazolyl)-9-[[2-(trimethylsilyl)ethoxy]meth
oxy]-, (2S,6Z,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:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 84 percent / LiAlH4 / diethyl ether / 3 h / -78 °C
2.1: 85 percent / Ph3P; CBr4 / CCl4 / 3 h / 20 °C
3.1: 86 percent / 3 h / 160 °C
4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
4.2: 86 percent / tetrahydrofuran; hexane / 12 h / -78 - 20 °C
5.1: (1R)-(+)-pinene; BH3*DMS / tetrahydrofuran / 0.5 h / 20 °C
5.2: 78 percent / lithium hydroxide; sodium perborate / tetrahydrofuran; H2O / 2 h / 20 °C
6.1: 94 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -78 - 0 °C
With
lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; carbon tetrabromide; dimethylsulfide borane complex; (1R)-(+)-pinene; dimethyl sulfoxide; triethylamine; triphenylphosphine;
In
tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; dichloromethane;
4.2: Wadsworth-Horner-Emmons reaction / 6.1: Swern oxidation;
DOI:10.1021/jo048742o
-
![(3S,6R,7S,8S,15S,12Z,16E)-1-[di-(4-methoxyphenyl)(phenyl)-methoxy]-3-tert-butyldimethylsilyloxy-7-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)-15-(2-trimethylsilylethoxy)-methoxyheptadeca-12,16-dien-5-one](/Databaselist/images/loading.webp)
-
396092-46-9
(3S,6R,7S,8S,15S,12Z,16E)-1-[di-(4-methoxyphenyl)(phenyl)-methoxy]-3-tert-butyldimethylsilyloxy-7-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methyl-1,3-thiazol-4-yl)-15-(2-trimethylsilylethoxy)-methoxyheptadeca-12,16-dien-5-one
- Guidance literature:
-
(5S)-7-[di-(4-methoxyphenyl)(phenyl)methoxy]-5-tert-butyldimethylsilyloxy-4,4-dimethylheptan-3-one;
With
n-butyllithium; lithium diisopropyl amide;
In
tetrahydrofuran; hexane;
at -78 - 40 ℃;
for 1.5h;
(+)-(2S,6Z,9S,10E)-2,6,10-trimethyl-11-(2-methyl-1,3-thiazol-4-yl)-9-(2-trimethylsilylethoxymethoxy)undeca-6,10-dienal;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.0333333h;
DOI:10.1039/c2ob26310f
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1.25 h / -78 - -40 °C
1.2: 59 percent / ZnCl2 / tetrahydrofuran; hexane; diethyl ether / 0.25 h / -78 °C
2.1: pyridine / CH2Cl2 / 1 h / 0 °C
3.1: CH2Cl2 / 5 h / 20 °C
4.1: 0.67 g / acetic acid / tetrahydrofuran; H2O / 3 h / 0 °C
5.1: 72 percent / magnesium bromide; nitromethane; 1-butanethiol / diethyl ether / 1 h / 20 °C
6.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 1 h / 0 °C
6.2: 0.14 g / DMAP / toluene; tetrahydrofuran / 4 h / 20 °C
7.1: 92 percent / zinc; ammonium chloride / methanol / 0.33 h / Heating
8.1: 95 percent / hydrogen fluoride-pyridine / tetrahydrofuran / 16 h / 20 °C
9.1: 30 percent / m-CPBA / CHCl3 / 5 h / -10 - 0 °C
With
pyridine; n-butyllithium; nitromethane; n-butanethiol; 2,4,6-trichlorobenzoyl chloride; ammonium chloride; pyridine hydrogenfluoride; acetic acid; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; magnesium bromide; zinc;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; chloroform; water;
6.2: Yamaguchi macrolactonization;
DOI:10.1021/jo048742o
