tert-butyl(((2S,5R)-5-((R)-6-((tert-butyldiphenylsilyl)oxy)-7-iodoheptyl) tetrahydrofuran-2-yl)methoxy)diphenylsilane

Base Information

Chemical Name:tert-butyl(((2S,5R)-5-((R)-6-((tert-butyldiphenylsilyl)oxy)-7-iodoheptyl) tetrahydrofuran-2-yl)methoxy)diphenylsilane
CAS No.:1371603-74-5
Molecular Formula:C₄₄H₅₉IO₃Si₂
Molecular Weight:819.026
Hs Code.:

Synonyms:tert-butyl(((2S,5R)-5-((R)-6-((tert-butyldiphenylsilyl)oxy)-7-iodoheptyl) tetrahydrofuran-2-yl)methoxy)diphenylsilane

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Chemical Property of tert-butyl(((2S,5R)-5-((R)-6-((tert-butyldiphenylsilyl)oxy)-7-iodoheptyl) tetrahydrofuran-2-yl)methoxy)diphenylsilane

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Technology Process of tert-butyl(((2S,5R)-5-((R)-6-((tert-butyldiphenylsilyl)oxy)-7-iodoheptyl) tetrahydrofuran-2-yl)methoxy)diphenylsilane

There total 11 articles about tert-butyl(((2S,5R)-5-((R)-6-((tert-butyldiphenylsilyl)oxy)-7-iodoheptyl) tetrahydrofuran-2-yl)methoxy)diphenylsilane 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: 71.0%

: 1371603-73-4
(R)-2-((tert-butyldiphenylsilyl)oxy)-7-((2R,5S)-5-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydrofuran-2-yl)heptan-1-ol

: 1371603-74-5
tert-butyl(((2S,5R)-5-((R)-6-((tert-butyldiphenylsilyl)oxy)-7-iodoheptyl) tetrahydrofuran-2-yl)methoxy)diphenylsilane

Guidance literature:: With iodine; triphenylphosphine; In tetrahydrofuran; at 20 - 80 ℃; for 2.5h; Inert atmosphere;
DOI:10.1021/jo3004106

Reference yield:

: 214914-86-0
1-(4-Methoxybenzyloxy)pent-4-yn-2-ol

: 1371603-74-5
tert-butyl(((2S,5R)-5-((R)-6-((tert-butyldiphenylsilyl)oxy)-7-iodoheptyl) tetrahydrofuran-2-yl)methoxy)diphenylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 0.5 h / 20 °C / Inert atmosphere

2.2: 2 h / Inert atmosphere

3.1: 5%-palladium/activated carbon; hydrogen / ethanol / 60 h / 20 °C / 760.05 Torr / Inert atmosphere

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.75 h / 0 - 20 °C / pH 7 / aq. phosphate buffer; Inert atmosphere

5.1: iodine; triphenylphosphine / tetrahydrofuran / 2.5 h / 20 - 80 °C / Inert atmosphere

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 5%-palladium/activated carbon; hydrogen; iodine; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 5.1: Appel reaction;
DOI:10.1021/jo3004106

Reference yield:

: 1371603-72-3
tert-butyl(((2S,5S)-5-((R,Z)-6-((tert-butyldiphenylsilyl)oxy)-7-((4-methoxybenzyl) oxy)hept-1-en-3-yn-1-yl)tetrahydrofuran-2-yl)methoxy)diphenylsilane

: 1371603-74-5
tert-butyl(((2S,5R)-5-((R)-6-((tert-butyldiphenylsilyl)oxy)-7-iodoheptyl) tetrahydrofuran-2-yl)methoxy)diphenylsilane

Guidance literature:: Multi-step reaction with 3 steps

1: 5%-palladium/activated carbon; hydrogen / ethanol / 60 h / 20 °C / 760.05 Torr / Inert atmosphere

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.75 h / 0 - 20 °C / pH 7 / aq. phosphate buffer; Inert atmosphere

3: iodine; triphenylphosphine / tetrahydrofuran / 2.5 h / 20 - 80 °C / Inert atmosphere

With 5%-palladium/activated carbon; hydrogen; iodine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol; dichloromethane; 3: Appel reaction;
DOI:10.1021/jo3004106