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| | (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile Basic information |
| | (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile Chemical Properties |
| Boiling point | 233.8±20.0 °C(Predicted) | | density | 1.002±0.06 g/cm3(Predicted) | | form | liquid | | color | light yellow | | InChI | InChI=1S/C7H14ClNOSi/c1-11(2,3)10-7(6-8)4-5-9/h7H,4,6H2,1-3H3/t7-/m0/s1 | | InChIKey | FLYSOKSACGLOAO-ZETCQYMHSA-N | | SMILES | C(#N)C[C@H](O[Si](C)(C)C)CCl |
| | (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile Usage And Synthesis |
| Description | (3S)-4-Chloro-3-[(trimethylsilyl)oxy]butanenitrile, also known as
(3S)-4-Chloro-3-[(trimethylsilyl)oxy]butanenitrile, is a useful research
compound. Its molecular formula is C7H14ClNOSi and its molecular
weight is 191.73 g/mol. The purity is usually 95%. | | Uses | (3S)-4-Chloro-3-[(trimethylsilyl)oxy]butanenitrile is used in the synthesis of statins or HMG-CoA reductase inhibitors. | | Synthesis | The synthesis of (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile is as follows:
To a solution of (S)-4-chloro-3-hydroxy butanenitrile (52.5 g) in THF (150 mL) was added trimethyl silyl chloride (57.2 g) under inert atmosphere at 25 °C. The resulting reaction mixture was stirred for 10 min at 20°C. A solution of triethyl amine (53.4 g) in THF (100 mL) was added to above reaction mixture by maintaining reaction temperature below 40 °C. To the resulting reaction mixture catalytic amount of sodium iodide was added and stirred further for 5 h at 40°C. Reaction was monitored on GC as well TLC for complete conversion of starting material. After cooling to 0 °C, a 21% aqueous solution of sodium chloride (500 mL) was added and extracted with ethyl acetate (2 X 300 mL). Combined organic layer was dried with anhydrous sodium sulphate, filtered and concentrated under reduced pressure to obtain (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile as light brown liquid (84.0 g, 99%).
![synthesis of (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile.png](/NewsImg/2022-12-01/6380548217412583178427824.jpg "synthesis of (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile.png") |
| | (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile Preparation Products And Raw materials |
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