ChemicalBook CAS DataBase List tert-butyl (3S,4R)-4-aMino-3-fluoropiperidine-1-carboxylate

tert-butyl (3S,4R)-4-aMino-3-fluoropiperidine-1-carboxylate synthesis

6synthesis methods

Product Name:tert-butyl (3S,4R)-4-aMino-3-fluoropiperidine-1-carboxylate
CAS Number:907544-20-1
Molecular formula:C10H19FN2O2
Molecular Weight:218.27

1-Piperidinecarboxylic acid, 3-fluoro-4-[(phenyl-methyl)amino]- (3S,4R)- 1,1-dimethylethyl est

907572-24-1
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tert-butyl (3S,4R)-4-aMino-3-fluoropiperidine-1-carboxylate

907544-20-1
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$210.00/100mg

Yield: 100%

Reaction Conditions:

with ammonium formate;palladium 10% on activated carbon in methanol at 50; for 1 h;

Steps:

tert-Butyl (3S,42?)-4-(benzylarnino)-3 -fluoropiperidine- 1 -carboxylate (Intermediate 28; 711 mg), ammonium formate (582 mg), and 10% Pd/C (200 mg) in MeOH (10 ml) was heated to 50 °C for 1 h. The reaction mixture was cooled to room temperature, filtered through diatomaceous earth and concentrated under reduced pressure to give the title compound (503 mg, quantitative).NMR (CDCl₃): 1.40 (s, 9H); 1.88 (m, 2H); 3.01 (m, 2H); 3.55 (m, 2H); 3.77 (m, IH); 4.66 (d, IH).

References:

ASTRAZENECA AB;ASTRAZENECA UK LIMITED WO2007/71965, 2007, A2 Location in patent:Page/Page column 47

211108-50-8 Synthesis