ethyl (E)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)acetate

Base Information

Chemical Name:ethyl (E)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)acetate
CAS No.:1611475-83-2
Molecular Formula:C₂₉H₄₀O₃Si
Molecular Weight:464.72
Hs Code.:

Synonyms:ethyl (E)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)acetate

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Chemical Property of ethyl (E)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)acetate

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Technology Process of ethyl (E)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)acetate

There total 4 articles about ethyl (E)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)acetate 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: 43.0%

: 4071-88-9
trimethylsilanyl-acetic acid ethyl ester

: 1332864-62-6
2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexan-1-one

: 1611475-83-2
ethyl (E)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)acetate

: 1611475-84-3
ethyl (Z)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethyl cyclohexylidene)acetate

Guidance literature:: trimethylsilanyl-acetic acid ethyl ester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexan-1-one; In tetrahydrofuran; at -55 ℃; for 24h; Overall yield = 57 %; Overall yield = 20 g; Inert atmosphere;
DOI:10.1002/anie.201308625

Reference yield:

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

: 1611475-83-2
ethyl (E)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)acetate

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 1611475-83-2
ethyl (E)-2-(2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,3-dimethylcyclohexylidene)acetate

Guidance literature:: Multi-step reaction with 2 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

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