6,10-Undecadien-1-ol, 2,6,10-trimethyl-11-(2-methyl-4-thiazolyl)-9-[[2-(trimethylsilyl)ethoxy]meth oxy]-, (2S,6Z,9S,10E)-

Base Information

Chemical Name:6,10-Undecadien-1-ol, 2,6,10-trimethyl-11-(2-methyl-4-thiazolyl)-9-[[2-(trimethylsilyl)ethoxy]meth oxy]-, (2S,6Z,9S,10E)-
CAS No.:380605-91-4
Molecular Formula:C24H43NO3SSi
Molecular Weight:453.762
Hs Code.:

Synonyms:

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Chemical Property of 6,10-Undecadien-1-ol, 2,6,10-trimethyl-11-(2-methyl-4-thiazolyl)-9-[[2-(trimethylsilyl)ethoxy]meth oxy]-, (2S,6Z,9S,10E)-

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Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of 6,10-Undecadien-1-ol, 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-Undecadien-1-ol, 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:

Reference yield:

: 6436-59-5
ethyl 2-methylthiazole-4-carboxylate

: 380605-91-4
(2S,9S,6Z,10E)-2,6,10-trimethyl-11-(2-methyl-1,3-thiazol-4-yl)-9-(2-trimethylsilylethoxy)methoxyundeca-6,10-dien-1-ol

Guidance literature:: Multi-step reaction with 5 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

With lithium aluminium tetrahydride; n-butyllithium; carbon tetrabromide; dimethylsulfide borane complex; (1R)-(+)-pinene; triphenylphosphine; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; 4.2: Wadsworth-Horner-Emmons reaction;
DOI:10.1021/jo048742o

Reference yield:

: 380605-91-4
(2S,9S,6Z,10E)-2,6,10-trimethyl-11-(2-methyl-1,3-thiazol-4-yl)-9-(2-trimethylsilylethoxy)methoxyundeca-6,10-dien-1-ol

: 152044-54-7
epothilone B

Guidance literature:: Multi-step reaction with 10 steps

1.1: 94 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1.25 h / -78 - -40 °C

2.2: 59 percent / ZnCl₂ / tetrahydrofuran; hexane; diethyl ether / 0.25 h / -78 °C

3.1: pyridine / CH₂Cl₂ / 1 h / 0 °C

4.1: CH₂Cl₂ / 5 h / 20 °C

5.1: 0.67 g / acetic acid / tetrahydrofuran; H₂O / 3 h / 0 °C

6.1: 72 percent / magnesium bromide; nitromethane; 1-butanethiol / diethyl ether / 1 h / 20 °C

7.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 1 h / 0 °C

7.2: 0.14 g / DMAP / toluene; tetrahydrofuran / 4 h / 20 °C

8.1: 92 percent / zinc; ammonium chloride / methanol / 0.33 h / Heating

9.1: 95 percent / hydrogen fluoride-pyridine / tetrahydrofuran / 16 h / 20 °C

10.1: 30 percent / m-CPBA / CHCl₃ / 5 h / -10 - 0 °C

With pyridine; n-butyllithium; oxalyl dichloride; nitromethane; n-butanethiol; 2,4,6-trichlorobenzoyl chloride; ammonium chloride; pyridine hydrogenfluoride; acetic acid; dimethyl sulfoxide; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; magnesium bromide; zinc; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; chloroform; water; 1.1: Swern oxidation / 7.2: Yamaguchi macrolactonization;
DOI:10.1021/jo048742o

Reference yield:

: 380605-91-4
(2S,9S,6Z,10E)-2,6,10-trimethyl-11-(2-methyl-1,3-thiazol-4-yl)-9-(2-trimethylsilylethoxy)methoxyundeca-6,10-dien-1-ol

: 189453-10-9
epothilone D

Guidance literature:: Multi-step reaction with 9 steps

1.1: 94 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1.25 h / -78 - -40 °C

2.2: 59 percent / ZnCl₂ / tetrahydrofuran; hexane; diethyl ether / 0.25 h / -78 °C

3.1: pyridine / CH₂Cl₂ / 1 h / 0 °C

4.1: CH₂Cl₂ / 5 h / 20 °C

5.1: 0.67 g / acetic acid / tetrahydrofuran; H₂O / 3 h / 0 °C

6.1: 72 percent / magnesium bromide; nitromethane; 1-butanethiol / diethyl ether / 1 h / 20 °C

7.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 1 h / 0 °C

7.2: 0.14 g / DMAP / toluene; tetrahydrofuran / 4 h / 20 °C

8.1: 92 percent / zinc; ammonium chloride / methanol / 0.33 h / Heating

9.1: 95 percent / hydrogen fluoride-pyridine / tetrahydrofuran / 16 h / 20 °C

With pyridine; n-butyllithium; oxalyl dichloride; nitromethane; n-butanethiol; 2,4,6-trichlorobenzoyl chloride; ammonium chloride; pyridine hydrogenfluoride; acetic acid; dimethyl sulfoxide; triethylamine; diisopropylamine; magnesium bromide; zinc; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; 1.1: Swern oxidation / 7.2: Yamaguchi macrolactonization;
DOI:10.1021/jo048742o