1-cbz-3-cyano-4-oxopyrrolidine synthesis
- Product Name:1-cbz-3-cyano-4-oxopyrrolidine
- CAS Number:1276125-30-4
- Molecular formula:C13H12N2O3
- Molecular Weight:244.25
16172-31-9
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1276125-30-4
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Yield:1276125-30-4 99%
Reaction Conditions:
Stage #1: N-benzyloxycarbonyl-N-(2-cyano-ethyl)-glycine ethyl esterwith sodium hydride in tetrahydrofuran at 20;Inert atmosphere;
Stage #2: with citric acid in water; pH=3;Ice water;
Steps:
Preparation of 1-3To a solution of 174.2 g (0.6 mole) of 1-2 in 1000 ml of THF was added 28.8 g (0.72 mole) of 60% NaH in portions and the resulting mixture stirred at ambient temperature under nitrogen atmosphere over night. The reaction mixture was concentrated and the yellow residue was dissolved in 300 ml of ice water and then pH adjusted to 3 with aq. Citric acid solution. The reaction mixture extracted with EtOAc (4×). The organic layer separated and washed with, water and brine. The organic layer dried and the solvent removed in vacuum to give 145.08 g (99%) of 1-3 as light yellow color oil.
References:
US2011/71179,2011,A1 Location in patent:Page/Page column 17
44981-94-4
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501-53-1
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$10.00/1g
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