[(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

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-dien-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine
CAS No.:201136-68-7
Molecular Formula:C₄₉H₆₇N₃O₃SSi
Molecular Weight:806.241
Hs Code.:

[(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

Synonyms:[(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

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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-dien-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

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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-dien-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

There total 5 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-dien-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine 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:

: 76-83-5
trityl chloride

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 193146-41-7
(2E,6E)(5S)-6-methyl-7-(2-methyl-(1,3-thiazol-4-yl))-2-prop-2-enyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)hepta-2,6-dien-1-ol

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 201136-65-4
4-[(1E,5E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-6-trityloxymethyl-nona-1,5,8-trienyl]-2-methyl-thiazole

: 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

Guidance literature:: Multi-step reaction with 3 steps

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

2: 90 percent / I₂, PPh₃, imidazole / diethyl ether; acetonitrile / 0.5 h / 0 °C

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

With 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; dihydrogen peroxide; iodine; diisopropylamine; triphenylphosphine; In diethyl ether; acetonitrile;
DOI:10.1016/S0040-4020(98)00352-4