2-(t-butyldimethylsilyloxymethyl)-N-methoxy-N-methyl-6,6-dimethyl-2-cyclohexene-1-acetamide

Base Information

Chemical Name:2-(t-butyldimethylsilyloxymethyl)-N-methoxy-N-methyl-6,6-dimethyl-2-cyclohexene-1-acetamide
CAS No.:253446-43-4
Molecular Formula:C₁₉H₃₇NO₃Si
Molecular Weight:355.593
Hs Code.:

Synonyms:2-(t-butyldimethylsilyloxymethyl)-N-methoxy-N-methyl-6,6-dimethyl-2-cyclohexene-1-acetamide

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Chemical Property of 2-(t-butyldimethylsilyloxymethyl)-N-methoxy-N-methyl-6,6-dimethyl-2-cyclohexene-1-acetamide

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Technology Process of 2-(t-butyldimethylsilyloxymethyl)-N-methoxy-N-methyl-6,6-dimethyl-2-cyclohexene-1-acetamide

There total 6 articles about 2-(t-butyldimethylsilyloxymethyl)-N-methoxy-N-methyl-6,6-dimethyl-2-cyclohexene-1-acetamide 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: 87.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 253446-42-3
2-hydroxymethyl-N-methoxy-N-methyl-6,6-dimethyl-2-cyclohexene-1-acetamide

: 253446-43-4
2-(t-butyldimethylsilyloxymethyl)-N-methoxy-N-methyl-6,6-dimethyl-2-cyclohexene-1-acetamide

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; at 20 ℃; for 14h;
DOI:10.1016/S0040-4020(99)00764-4

Reference yield:

: 77630-12-7
2-formyl-4,4-dimethylcyclohex-2-en-1-one

: 253446-43-4
2-(t-butyldimethylsilyloxymethyl)-N-methoxy-N-methyl-6,6-dimethyl-2-cyclohexene-1-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: 63 percent / CH₂Cl₂ / 240 h / 20 °C

2: 110 mg / L-selectride / tetrahydrofuran / 20 °C

3: 3.189 g / silica gel / diethyl ether; ethyl acetate; petroleum ether

4: 86 percent / NaBH(OAc)3 / acetic acid / 12 h / 20 °C

5: 96 percent / Me₃Al / hexane; CH₂Cl₂ / 0.5 h / 0 °C

6: 87 percent / imidazole / tetrahydrofuran / 14 h / 20 °C

With 1H-imidazole; trimethylaluminum; silica gel; L-Selectride; sodium tris(acetoxy)borohydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetic acid; ethyl acetate; Petroleum ether; 1: Cycloaddition / 2: Reduction / 3: Hydrolysis / 4: Reduction / 5: Ring cleavage / 6: Substitution;
DOI:10.1016/S0040-4020(99)00764-4

Reference yield:

: 253446-30-9
4,4a,6,7-tetrahydro-5,5-dimethylspiro[3H-2-benzopyran-3,2'-[1,3]dioxolan]-8(5H)-one

: 253446-43-4
2-(t-butyldimethylsilyloxymethyl)-N-methoxy-N-methyl-6,6-dimethyl-2-cyclohexene-1-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: 110 mg / L-selectride / tetrahydrofuran / 20 °C

2: 3.189 g / silica gel / diethyl ether; ethyl acetate; petroleum ether

3: 86 percent / NaBH(OAc)3 / acetic acid / 12 h / 20 °C

4: 96 percent / Me₃Al / hexane; CH₂Cl₂ / 0.5 h / 0 °C

5: 87 percent / imidazole / tetrahydrofuran / 14 h / 20 °C

With 1H-imidazole; trimethylaluminum; silica gel; L-Selectride; sodium tris(acetoxy)borohydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetic acid; ethyl acetate; Petroleum ether; 1: Reduction / 2: Hydrolysis / 3: Reduction / 4: Ring cleavage / 5: Substitution;
DOI:10.1016/S0040-4020(99)00764-4