(6Z,11Z)-10-(tert-Butyl-dimethyl-silanyloxy)-13-hydroxy-10-methyl-11-phenylsulfanyl-trideca-6,11-diene-4,8-diynoic acid methyl ester

Base Information

Chemical Name:(6Z,11Z)-10-(tert-Butyl-dimethyl-silanyloxy)-13-hydroxy-10-methyl-11-phenylsulfanyl-trideca-6,11-diene-4,8-diynoic acid methyl ester
CAS No.:162661-27-0
Molecular Formula:C₂₇H₃₆O₄SSi
Molecular Weight:484.732
Hs Code.:

Synonyms:(6Z,11Z)-10-(tert-Butyl-dimethyl-silanyloxy)-13-hydroxy-10-methyl-11-phenylsulfanyl-trideca-6,11-diene-4,8-diynoic acid methyl ester

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Chemical Property of (6Z,11Z)-10-(tert-Butyl-dimethyl-silanyloxy)-13-hydroxy-10-methyl-11-phenylsulfanyl-trideca-6,11-diene-4,8-diynoic acid methyl ester

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Technology Process of (6Z,11Z)-10-(tert-Butyl-dimethyl-silanyloxy)-13-hydroxy-10-methyl-11-phenylsulfanyl-trideca-6,11-diene-4,8-diynoic acid methyl ester

There total 1 articles about (6Z,11Z)-10-(tert-Butyl-dimethyl-silanyloxy)-13-hydroxy-10-methyl-11-phenylsulfanyl-trideca-6,11-diene-4,8-diynoic acid methyl 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: 75.0%

: 101707-89-5
(Z)-1-carbomethoxy-6-chloro-5-hexen-3-yne

: (Z)-4-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-3-phenylsulfanyl-hex-2-en-5-yn-1-ol

: 162661-27-0
(6Z,11Z)-10-(tert-Butyl-dimethyl-silanyloxy)-13-hydroxy-10-methyl-11-phenylsulfanyl-trideca-6,11-diene-4,8-diynoic acid methyl ester

Guidance literature:: palladium;
DOI:10.1021/ja00060a054

Reference yield: 80.0%

: 162661-27-0
(6Z,11Z)-10-(tert-Butyl-dimethyl-silanyloxy)-13-hydroxy-10-methyl-11-phenylsulfanyl-trideca-6,11-diene-4,8-diynoic acid methyl ester

: 147329-92-8
(7Z,12Z)-11-(tert-Butyl-dimethyl-silanyloxy)-11-methyl-12-phenylsulfanyl-oxacyclotetradeca-7,12-diene-5,9-diyn-2-one

Guidance literature:: With pyridine; pyridinium p-toluenesulfonate; dicyclohexyl-carbodiimide; In chloroform; at 23 ℃;
DOI:10.1021/ja00060a054

Reference yield:

: 162661-27-0
(6Z,11Z)-10-(tert-Butyl-dimethyl-silanyloxy)-13-hydroxy-10-methyl-11-phenylsulfanyl-trideca-6,11-diene-4,8-diynoic acid methyl ester

: C₃₅H₅₄O₃SSi₂

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / dicyclohexylcarbodiimide (DCC), pyridinium p-toluenesulfonate (PPTS), pyridine / CHCl₃ / 23 °C

2: lithium bis(trimethylsilyl)amide (LHMDS) / tetrahydrofuran / 0.25 h / -78 - 23 °C

3: 2 h / 140 °C

With pyridine; pyridinium p-toluenesulfonate; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; chloroform;
DOI:10.1021/ja00060a054