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ChemicalBook CAS DataBase List 4-AMINO-PIPERIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 2-METHYL ESTER

4-AMINO-PIPERIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 2-METHYL ESTER synthesis

3synthesis methods
GLAS-003

1095173-08-2
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4-AMINO-PIPERIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 2-METHYL ESTER

778646-95-0
35 suppliers
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Yield:778646-95-0 96%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol at 20; under 2585.81 Torr; for 20 h;

Steps:

1

(2R,4R)-1-tert-butyl 2-methyl 4-aminopiperidine-1,2-dicarboxylate (2R,4R)-1-tert-butyl 2-methyl 4-azidopiperidine-1,2-dicarboxylate (22.5 g, 79 mmol) was dissolved in methanol (400 mL), Pd/C (10%, 6 g) was added, and the apparatus was flushed three times with N2 and H2. The reaction mixture was hydrogenated at a pressure of 50 psi at room temperature for 20 hours, filtered through Celite and rinsed with methanol and then concentrated under reduced pressure to give the amine as a colorless oil 20 g (96%). GC-MS: 258 (t=2.8 min).

References:

US2009/5416,2009,A1 Location in patent:Page/Page column 43