tert-butyl {(R)-1-[(4R,6S)-6-((R)-2-(tert-butyldiphenylsilyloxy)pent-4-en-1-yl)-2,2-dimethyl-1,3-dioxan-4-yl]pent-4-en-2-yl} carbonate

Base Information

Chemical Name:tert-butyl {(R)-1-[(4R,6S)-6-((R)-2-(tert-butyldiphenylsilyloxy)pent-4-en-1-yl)-2,2-dimethyl-1,3-dioxan-4-yl]pent-4-en-2-yl} carbonate
CAS No.:1613145-19-9
Molecular Formula:C₃₇H₅₄O₆Si
Molecular Weight:622.918
Hs Code.:

Synonyms:tert-butyl {(R)-1-[(4R,6S)-6-((R)-2-(tert-butyldiphenylsilyloxy)pent-4-en-1-yl)-2,2-dimethyl-1,3-dioxan-4-yl]pent-4-en-2-yl} carbonate

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Chemical Property of tert-butyl {(R)-1-[(4R,6S)-6-((R)-2-(tert-butyldiphenylsilyloxy)pent-4-en-1-yl)-2,2-dimethyl-1,3-dioxan-4-yl]pent-4-en-2-yl} carbonate

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Technology Process of tert-butyl {(R)-1-[(4R,6S)-6-((R)-2-(tert-butyldiphenylsilyloxy)pent-4-en-1-yl)-2,2-dimethyl-1,3-dioxan-4-yl]pent-4-en-2-yl} carbonate

There total 3 articles about tert-butyl {(R)-1-[(4R,6S)-6-((R)-2-(tert-butyldiphenylsilyloxy)pent-4-en-1-yl)-2,2-dimethyl-1,3-dioxan-4-yl]pent-4-en-2-yl} carbonate 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: 88.0%

: 1613145-16-6
tert-butyl [(4R,6R,8S,10R)-10-(tert-butyldiphenylsilyl)oxy-6,8-dihydroxytrideca-1,12-dien-4-yl]carbonate

: 77-76-9
2,2-dimethoxy-propane

: 1613145-19-9
tert-butyl {(R)-1-[(4R,6S)-6-((R)-2-(tert-butyldiphenylsilyloxy)pent-4-en-1-yl)-2,2-dimethyl-1,3-dioxan-4-yl]pent-4-en-2-yl} carbonate

Guidance literature:: With pyridinium p-toluenesulfonate; In acetone; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1039/c4cc02702g

Reference yield:

: 1613144-99-2
(2S,4S,6R)-2-{[(2S,4S,6S)-4-(tert-butyldiphenylsilyl)oxy-6-(iodomethyl)tetrahydro-2H-pyran-2-yl]methyl}-6-(iodomethyl)tetrahydro-2H-pyran-4-ol

: 1613145-19-9
tert-butyl {(R)-1-[(4R,6S)-6-((R)-2-(tert-butyldiphenylsilyloxy)pent-4-en-1-yl)-2,2-dimethyl-1,3-dioxan-4-yl]pent-4-en-2-yl} carbonate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; dmap / dichloromethane / 14 h / 0 - 20 °C / Inert atmosphere

2: zinc; ammonium chloride / tetrahydrofuran; water / 1 h / 70 °C / Inert atmosphere; Sealed tube

3: pyridinium p-toluenesulfonate / acetone / 3 h / 20 °C / Inert atmosphere

With dmap; pyridinium p-toluenesulfonate; ammonium chloride; triethylamine; zinc; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1039/c4cc02702g

Reference yield:

: 1613145-04-2
tert-butyl {(2R,4S,6R)-2-[((2S,4S,6S)-4-(tert-butyldiphenylsilyl)oxy-6-(iodomethyl)tetrahydro-2Hpyran-2-yl)methyl]-6-(iodomethyl)tetrahydro-2H-pyran-4-yl} carbonate

: 1613145-19-9
tert-butyl {(R)-1-[(4R,6S)-6-((R)-2-(tert-butyldiphenylsilyloxy)pent-4-en-1-yl)-2,2-dimethyl-1,3-dioxan-4-yl]pent-4-en-2-yl} carbonate

Guidance literature:: Multi-step reaction with 2 steps

1: zinc; ammonium chloride / tetrahydrofuran; water / 1 h / 70 °C / Inert atmosphere; Sealed tube

2: pyridinium p-toluenesulfonate / acetone / 3 h / 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; ammonium chloride; zinc; In tetrahydrofuran; water; acetone;
DOI:10.1039/c4cc02702g