(E)-6-((tert-butyldimethylsilyl)oxy)-1-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)-3-methylenehexan-2-one

Base Information

Chemical Name:(E)-6-((tert-butyldimethylsilyl)oxy)-1-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)-3-methylenehexan-2-one
CAS No.:1611475-87-6
Molecular Formula:C₃₈H₅₈O₃Si₂
Molecular Weight:619.048
Hs Code.:

Synonyms:(E)-6-((tert-butyldimethylsilyl)oxy)-1-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)-3-methylenehexan-2-one

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Chemical Property of (E)-6-((tert-butyldimethylsilyl)oxy)-1-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)-3-methylenehexan-2-one

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Technology Process of (E)-6-((tert-butyldimethylsilyl)oxy)-1-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)-3-methylenehexan-2-one

There total 6 articles about (E)-6-((tert-butyldimethylsilyl)oxy)-1-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)-3-methylenehexan-2-one 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: 95.0%

: 1611475-85-4
(E)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)-N-methoxy-N-methylacetamide

: 120001-35-6
((4-bromopent-4-en-1-yl)oxy)(tert-butyl)dimethylsilane

: 1611475-87-6
(E)-6-((tert-butyldimethylsilyl)oxy)-1-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)-3-methylenehexan-2-one

Guidance literature:: ((4-bromopent-4-en-1-yl)oxy)(tert-butyl)dimethylsilane; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

(E)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)-N-methoxy-N-methylacetamide; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 2.5h; Inert atmosphere;
DOI:10.1002/anie.201308625

Reference yield:

: 99182-73-7
2-(hydroxymethyl)-3,3-dimethylcyclohexan-1-one

: 1611475-87-6
(E)-6-((tert-butyldimethylsilyl)oxy)-1-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)-3-methylenehexan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 24 h / -55 °C / Inert atmosphere

3.1: isopropylmagnesium chloride / tetrahydrofuran / 2.5 h / -20 - 0 °C / Inert atmosphere

4.1: tetrahydrofuran / -78 °C / Inert atmosphere

4.2: 2.5 h / -78 - 20 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; isopropylmagnesium chloride; diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/anie.201308625

Reference yield:

: 1193-18-6
3-methylcyclohexen-2-one

: 1611475-87-6
(E)-6-((tert-butyldimethylsilyl)oxy)-1-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)-3-methylenehexan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(l) iodide; lithium chloride / tetrahydrofuran; diethyl ether / 1.33 h / 0 °C / Inert atmosphere

2.1: -25 - 140 °C / Inert atmosphere

3.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

4.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.2: 24 h / -55 °C / Inert atmosphere

5.1: isopropylmagnesium chloride / tetrahydrofuran / 2.5 h / -20 - 0 °C / Inert atmosphere

6.1: tetrahydrofuran / -78 °C / Inert atmosphere

6.2: 2.5 h / -78 - 20 °C / Inert atmosphere

With 1H-imidazole; copper(l) iodide; n-butyllithium; isopropylmagnesium chloride; diisopropylamine; lithium chloride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/anie.201308625