(2R,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid synthesis
- Product Name:(2R,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid
- CAS Number:681128-50-7
- Molecular formula:C10H16FNO4
- Molecular Weight:233.24
647857-39-4
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681128-50-7
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Yield:-
Reaction Conditions:
Stage #1: 1-(tert-butyl) 2-methyl (2R,4S)-4-fluoropyrrolidine-1,2-dicarboxylatewith water;sodium hydroxide in tetrahydrofuran;methanol; for 2 h;
Stage #2: with hydrogenchloride in water; pH=3;
Steps:
1.2.3
[0298] To the ester 16 (3.05, 12.33 mmol) in MeOH (20 ml), THF (20 ml), aq sodium hydroxide (986 mg, 24.66 mmol) was added. After 2h, volatiles were removed in vacuum.Aqueous layer's P was adjusted to about 3 with concentrated HCl, and reaction mixture was extracted with MeOH/CHCl3 ((1:9). Combined organic layers were washed with brine, dried and concentrated to yield 2.8 g of the acid 17.
References:
WO2011/130383,2011,A1 Location in patent:Page/Page column 86
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2584-71-6
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681128-50-7
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