acetic acid 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-propyl ester

Base Information

Chemical Name:acetic acid 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-propyl ester
CAS No.:302329-60-8
Molecular Formula:C₂₁H₄₀O₃Si
Molecular Weight:368.632
Hs Code.:

acetic acid 3-[5-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-propyl ester

Synonyms:acetic acid 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-propyl ester

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Chemical Property of acetic acid 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-propyl ester

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Technology Process of acetic acid 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-propyl ester

There total 8 articles about acetic acid 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-propyl ester 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 302329-58-4
3-(3'-acetoxybutyl)-2,2,4-trimethylcyclohex-3-enol

: 302329-60-8
acetic acid 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-propyl ester

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 20 ℃; for 44h;
DOI:10.1016/S0040-4020(00)00560-3

Reference yield:

: (2',5'-epoxy-2',6',6'-trimethyl) cyclohexylmethyl tosylate

: 302329-60-8
acetic acid 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-propyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: KH / ethanol / 0.25 h

1.2: 92 percent / ethanol / 4 h / Heating

2.1: 98 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 20 °C

3.1: n-BuLi; HMPA / tetrahydrofuran; hexane / -78 - 0 °C

3.2: 77 percent / dimethylsulfoxide; hexane / 12 h / -78 °C

4.1: m-chloroperbenzoic acid / CH₂Cl₂ / 77 h / 20 °C

5.1: 98 percent / LiAlH₄ / tetrahydrofuran

6.1: 95 percent / pyridine / 6 h / 20 °C

7.1: 89 percent / BBr₃ / CH₂Cl₂ / 0.25 h / 20 °C

8.1: 95 percent / imidazole; DMAP / dimethylformamide / 44 h / 20 °C

With pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium aluminium tetrahydride; n-butyllithium; boron tribromide; potassium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: deprotonation / 1.2: Substitution / 2.1: Oxidation / 3.1: Metallation / 3.2: Substitution / 4.1: Epoxidation / 5.1: Ring cleavage / 6.1: Acetylation / 7.1: Ring cleavage / 8.1: Substitution;
DOI:10.1016/S0040-4020(00)00560-3

Reference yield:

: 4-(2',5'-epoxy-2',6',6'-trimethyl)cyclohexyl-2-butanol

: 302329-60-8
acetic acid 3-[5-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / pyridine / 6 h / 20 °C

2: 89 percent / BBr₃ / CH₂Cl₂ / 0.25 h / 20 °C

3: 95 percent / imidazole; DMAP / dimethylformamide / 44 h / 20 °C

With pyridine; 1H-imidazole; dmap; boron tribromide; In dichloromethane; N,N-dimethyl-formamide; 1: Acetylation / 2: Ring cleavage / 3: Substitution;
DOI:10.1016/S0040-4020(00)00560-3