(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dienenitrile

Base Information

Chemical Name:(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dienenitrile
CAS No.:201136-69-8
Molecular Formula:C₄₃H₅₄N₂O₂SSi
Molecular Weight:691.065
Hs Code.:

Synonyms:(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dienenitrile

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Chemical Property of (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dienenitrile

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Technology Process of (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dienenitrile

There total 7 articles about (6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dienenitrile 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: 91.0%

: [(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dien-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

: 201136-69-8
(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dienenitrile

Guidance literature:: With phosphate buffer; Monoperoxyphthalic acid, magnesium salt; In methanol; at 0 ℃; for 1h;
DOI:10.1039/a705845d

Reference yield: 91.0%

: 201136-68-7
[(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dien-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

: 201136-69-8
(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dienenitrile

Guidance literature:: With Monoperoxyphthalic acid, magnesium salt; In tetrahydrofuran; methanol; water; at 0 ℃; for 1h;
DOI:10.1016/S0040-4020(98)00352-4

Reference yield:

: 76-83-5
trityl chloride

: 201136-69-8
(6E,10E)-(2S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-2,10-dimethyl-11-(2-methyl-thiazol-4-yl)-6-trityloxymethyl-undeca-6,10-dienenitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / 4-dimethylaminopyridine / dimethylformamide / 1 h / 70 °C

2: 1.) 9-BBN, 2.) aq. H₂O₂, aq. NaOH / 1.) THF, 0 deg C, 2 h, 2.) THF, 0 deg C, 0.5 h

3: 90 percent / I₂, PPh₃, imidazole / diethyl ether; acetonitrile / 0.5 h / 0 °C

4: diisopropylamine, n-BuLi / 1.) THF, hexane, 0 deg C, 14 h, 2.) THF, hexane, -100 to -20 deg C, 10 h

5: 91 percent / monoperoxyphthalic acid magnesium salt / methanol; H₂O; tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; dihydrogen peroxide; iodine; Monoperoxyphthalic acid, magnesium salt; diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(98)00352-4