(3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile
- CAS NO.:727382-14-1
- Empirical Formula: C7H14ClNOSi
- Molecular Weight: 191.73
- MDL number: MFCD30537510
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-01-16 16:12:11
What is (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile?
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%.
The Uses of (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile
(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%).
Properties of (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile
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 |
Safety information for (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile
Computed Descriptors for (3S)-4-Chloro-3-[(triMethylsilyl)oxy]butanenitrile
InChIKey | FLYSOKSACGLOAO-ZETCQYMHSA-N |
SMILES | C(#N)C[C@H](O[Si](C)(C)C)CCl |
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Varanous Labs Pvt Ltd
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