(S)-1-((1R,3R)-3-Hydroxy-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohexanecarbonitrile

Base Information

Chemical Name:(S)-1-((1R,3R)-3-Hydroxy-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohexanecarbonitrile
CAS No.:108060-99-7
Molecular Formula:C₁₄H₁₉NO₂
Molecular Weight:233.31
Hs Code.:

Synonyms:(S)-1-((1R,3R)-3-Hydroxy-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohexanecarbonitrile

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Chemical Property of (S)-1-((1R,3R)-3-Hydroxy-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohexanecarbonitrile

Chemical Property:

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Technology Process of (S)-1-((1R,3R)-3-Hydroxy-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohexanecarbonitrile

There total 9 articles about (S)-1-((1R,3R)-3-Hydroxy-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohexanecarbonitrile 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: 98.0%

: 108060-98-6
(S)-1-[(1R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-2-methylene-cyclopentyl]-2-oxo-cyclohexanecarbonitrile

: 108060-99-7
(S)-1-((1R,3R)-3-Hydroxy-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohexanecarbonitrile

Guidance literature:: With hydrogen fluoride; In water; acetonitrile; at 0 ℃; for 3h;
DOI:10.1021/ja00247a026

Reference yield:

: 4513-77-3
2-cyanocyclohexanone

: 108060-99-7
(S)-1-((1R,3R)-3-Hydroxy-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohexanecarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) potassium tert-butoxide 2.) NaI / hexamethylphosphoric acid triamide / 25 °C / 1.) 1 h 2.) 4 h

2: 49 percent / bis(trimethylsilyl)acetamide / various solvent(s) / 6 h / Heating

3: 98 percent / 48percent HF / acetonitrile; H₂O / 3 h / 0 °C

With hydrogen fluoride; potassium tert-butylate; bis-(trimethylsilyl)acetamide; sodium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; water; acetonitrile;
DOI:10.1021/ja00247a026

Reference yield:

: 121363-14-2
Methanesulfonic acid 5-(tert-butyl-dimethyl-silanyloxy)-2-methyl-cyclopent-1-enylmethyl ester

: 108060-99-7
(S)-1-((1R,3R)-3-Hydroxy-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohexanecarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 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

2: 49 percent / bis(trimethylsilyl)acetamide / various solvent(s) / 6 h / Heating

3: 98 percent / 48percent HF / acetonitrile; H₂O / 3 h / 0 °C

With 18-crown-6 ether; hydrogen fluoride; potassium tert-butylate; bis-(trimethylsilyl)acetamide; In water; acetonitrile;
DOI:10.1021/ja00247a026