2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclopent-1-enylmethoxy]-cyclohex-1-enecarbonitrile

Base Information

Chemical Name:2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclopent-1-enylmethoxy]-cyclohex-1-enecarbonitrile
CAS No.:108060-97-5
Molecular Formula:C₂₀H₃₃NO₂Si
Molecular Weight:347.573
Hs Code.:

Synonyms:2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclopent-1-enylmethoxy]-cyclohex-1-enecarbonitrile

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Chemical Property of 2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclopent-1-enylmethoxy]-cyclohex-1-enecarbonitrile

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Technology Process of 2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclopent-1-enylmethoxy]-cyclohex-1-enecarbonitrile

There total 6 articles about 2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclopent-1-enylmethoxy]-cyclohex-1-enecarbonitrile 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:

: 4513-77-3
2-cyanocyclohexanone

: tert-Butyl-(2-chloromethyl-3-methyl-cyclopent-2-enyloxy)-dimethyl-silane

: 108060-97-5
2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclopent-1-enylmethoxy]-cyclohex-1-enecarbonitrile

: 1-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclopent-1-enylmethyl]-2-oxo-cyclohexanecarbonitrile

Guidance literature:: With potassium tert-butylate; sodium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 25 ℃; 1.) 1 h 2.) 4 h;
DOI:10.1021/ja00247a026

Reference yield:

: 80963-36-6
2-bromo-3-methyl-2-cyclopentene-1-one

: 108060-97-5
2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclopent-1-enylmethoxy]-cyclohex-1-enecarbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / CeCl_3.7H₂O, NaBH₄ / methanol / 0.5 h / 0 °C

2: 88 percent / imidazole / dimethylformamide / 3 h / 25 °C

3: 90 percent / 1.) tert-butyllithium / tetrahydrofuran; pentane / -78 °C / 1.) 1 h

4: Et₃N, 4-(dimethylamino)pyridine / tetrahydrofuran / 0.33 h / -25 °C

5: 1.) potassium tert-butoxide 2.) 18-crown-6 / 1.) HMPA, 10 deg C, 30 min 2.) HMPA, 10 deg C, 30 min 3.) HMPA, THF, 0 deg C, 2 h

With 1H-imidazole; dmap; sodium tetrahydroborate; cerium(III) chloride; 18-crown-6 ether; potassium tert-butylate; tert.-butyl lithium; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ja00247a026

Reference yield:

: 145315-18-0
<2-methyl-5-<(tert-butyldimethylsilyl)oxy>-1-cyclopentenyl>methanol

: 108060-97-5
2-[5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclopent-1-enylmethoxy]-cyclohex-1-enecarbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N, 4-(dimethylamino)pyridine / tetrahydrofuran / 0.33 h / -25 °C

2: 1.) potassium tert-butoxide 2.) 18-crown-6 / 1.) HMPA, 10 deg C, 30 min 2.) HMPA, 10 deg C, 30 min 3.) HMPA, THF, 0 deg C, 2 h

With dmap; 18-crown-6 ether; potassium tert-butylate; triethylamine; In tetrahydrofuran;
DOI:10.1021/ja00247a026