tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane

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Chemical Name:tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane
CAS No.:478491-22-4
Molecular Formula:C₄₇H₅₈O₅Si
Molecular Weight:731.06
Hs Code.:

Synonyms:tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane

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Chemical Property of tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane

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Technology Process of tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane

There total 8 articles about tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane 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:

: 478491-16-6
(3S)-4-(tert-butyldiphenylsilanyloxy)-(4-methoxybenzyloxy) butyraldehyde

: 478491-22-4
tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / KHMDS / tetrahydrofuran; toluene / 1 h / 20 °C

2.1: 89 percent / DIBAL-H / tetrahydrofuran; hexane / 1.5 h / -78 - 0 °C

3.1: 92 percent / 2,6-lutidine; tetra-n-butylammonium iodide / CH₂Cl₂ / 5.5 h / 20 °C

4.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

5.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

6.1: t-BuLi / diethyl ether; pentane / 1 h / -78 °C

6.2: magnesium bromide / diethyl ether; pentane / -78 °C

6.3: 96 percent / diethyl ether; CH₂Cl₂ / 0.33 h / -78 °C

7.1: 98 percent / imidazole / dimethylformamide / 4.5 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; pentane;
DOI:10.1021/ja028019k

Reference yield:

: 334706-31-9
(2S)-2-[(E)-2-iodovinyl]-4-methyl-3,6-dihydro-2H-pyran

: 478491-22-4
tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuLi / diethyl ether; pentane / 1 h / -78 °C

1.2: magnesium bromide / diethyl ether; pentane / -78 °C

1.3: 96 percent / diethyl ether; CH₂Cl₂ / 0.33 h / -78 °C

2.1: 98 percent / imidazole / dimethylformamide / 4.5 h / 20 °C

With 1H-imidazole; tert.-butyl lithium; In diethyl ether; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ja028019k

Reference yield:

: 478491-02-0
(4E)(2S)-(4-methoxybenzyloxy)-6-(triphenylmethyloxy)hex-4-en-1-al

: 478491-22-4
tert-butyl-{(4E)(1S,2S)-2-(4-methoxy-benzyloxy)-1-[(1E)-2-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-6-trityloxy-hex-4-enyloxy}dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuLi / diethyl ether; pentane / 1 h / -78 °C

1.2: magnesium bromide / diethyl ether; pentane / -78 °C

1.3: 96 percent / diethyl ether; CH₂Cl₂ / 0.33 h / -78 °C

2.1: 98 percent / imidazole / dimethylformamide / 4.5 h / 20 °C

With 1H-imidazole; tert.-butyl lithium; In diethyl ether; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ja028019k