6-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(trimethylsilyl)hex-1-yn-3-yl (2,4,6-trimethoxyphenyl)carbonate

Base Information

Chemical Name:6-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(trimethylsilyl)hex-1-yn-3-yl (2,4,6-trimethoxyphenyl)carbonate
CAS No.:1357013-08-1
Molecular Formula:C₂₅H₃₈O₈Si
Molecular Weight:494.657
Hs Code.:

Synonyms:6-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(trimethylsilyl)hex-1-yn-3-yl (2,4,6-trimethoxyphenyl)carbonate

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Chemical Property of 6-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(trimethylsilyl)hex-1-yn-3-yl (2,4,6-trimethoxyphenyl)carbonate

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Technology Process of 6-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(trimethylsilyl)hex-1-yn-3-yl (2,4,6-trimethoxyphenyl)carbonate

There total 2 articles about 6-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(trimethylsilyl)hex-1-yn-3-yl (2,4,6-trimethoxyphenyl)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:

: 127600-13-9
4-(5,5-dimethyl-1,3-dioxanyl)butyraldehyde

: 1357013-08-1
6-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(trimethylsilyl)hex-1-yn-3-yl (2,4,6-trimethoxyphenyl)carbonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

1.3: 20 °C / Inert atmosphere

2.1: pyridine / toluene / 0 - 20 °C / Inert atmosphere

With pyridine; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; toluene;
DOI:10.1021/ja300031w

Reference yield:

: 1066-54-2
trimethylsilylacetylene

: 1357013-08-1
6-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(trimethylsilyl)hex-1-yn-3-yl (2,4,6-trimethoxyphenyl)carbonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

1.3: 20 °C / Inert atmosphere

2.1: pyridine / toluene / 0 - 20 °C / Inert atmosphere

With pyridine; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; toluene;
DOI:10.1021/ja300031w

Reference yield: 88.0%

: 1357013-35-4
p-tert-butylphenylzinc iodide

: 1357013-08-1
6-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(trimethylsilyl)hex-1-yn-3-yl (2,4,6-trimethoxyphenyl)carbonate

: 1357013-23-0
(R)-(3-(4-(tert-butyl)phenyl)-6-(5,5-dimethyl-1,3-dioxan-2-yl)hex-1-yn-1-yl)trimethylsilane

Guidance literature:: With bis(tricyclohexylphosphine)nickel(II) dichloride; [3aS-[2(3'aRS,8'aSR),3aα,8aα]]-2,2'-(2,6-pyridinediyl)bis-[3a,8a-dihydro-8H-indeno[1,2-d]oxazole]; In tetrahydrofuran; 1,2-dimethoxyethane; at 10 ℃; for 20h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja300031w