(4R,6R)-4,6-bistriethylsilyloxy-5,5-dimethyl-10-(4-methoxybenzyloxy)-1-decen-8-yne

Base Information

Chemical Name:(4R,6R)-4,6-bistriethylsilyloxy-5,5-dimethyl-10-(4-methoxybenzyloxy)-1-decen-8-yne
CAS No.:1213265-06-5
Molecular Formula:C₃₂H₅₆O₄Si₂
Molecular Weight:560.965
Hs Code.:

Synonyms:(4R,6R)-4,6-bistriethylsilyloxy-5,5-dimethyl-10-(4-methoxybenzyloxy)-1-decen-8-yne

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Chemical Property of (4R,6R)-4,6-bistriethylsilyloxy-5,5-dimethyl-10-(4-methoxybenzyloxy)-1-decen-8-yne

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Technology Process of (4R,6R)-4,6-bistriethylsilyloxy-5,5-dimethyl-10-(4-methoxybenzyloxy)-1-decen-8-yne

There total 6 articles about (4R,6R)-4,6-bistriethylsilyloxy-5,5-dimethyl-10-(4-methoxybenzyloxy)-1-decen-8-yne 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: 100.0%

: 994-30-9
triethylsilyl chloride

: 1213264-72-2
(4R,6R)-10-((4-methoxybenzyl)oxy)-5,5-dimethyldec-1-en-8-yne-4,6-diol

: 1213265-06-5
(4R,6R)-4,6-bistriethylsilyloxy-5,5-dimethyl-10-(4-methoxybenzyloxy)-1-decen-8-yne

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/ol1000389

Reference yield:

: 1213264-68-6
(3R)-7-((4-methoxybenzyl)oxy)-2,2-dimethyl-1-((tetrahydro-2H-pyran-2-yl)oxy)hept-5-yn-3-ol

: 1213265-06-5
(4R,6R)-4,6-bistriethylsilyloxy-5,5-dimethyl-10-(4-methoxybenzyloxy)-1-decen-8-yne

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridinium p-toluenesulfonate / ethanol / 19 h / 70 °C / Inert atmosphere

2.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 8 h / 20 °C / Inert atmosphere

3.1: magnesium bromide ethyl etherate / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

3.2: 12 h / 0 °C / Inert atmosphere

4.1: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / 0 °C / Inert atmosphere

With 1H-imidazole; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; pyridinium p-toluenesulfonate; magnesium bromide ethyl etherate; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.joc.5b02256

Reference yield:

: 1213265-03-2
(R)-7-((4-methoxybenzyl)oxy)-2,2-dimethylhept-5-yne-1,3-diol

: 1213265-06-5
(4R,6R)-4,6-bistriethylsilyloxy-5,5-dimethyl-10-(4-methoxybenzyloxy)-1-decen-8-yne

Guidance literature:: Multi-step reaction with 3 steps

1.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 8 h / 20 °C / Inert atmosphere

2.1: magnesium bromide ethyl etherate / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

2.2: 12 h / 0 °C / Inert atmosphere

3.1: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / 0 °C / Inert atmosphere

With 1H-imidazole; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; magnesium bromide ethyl etherate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.joc.5b02256