Piperidine → HCID 117748920, compound

HRID 1775887Notes

Reaction equation

HRID 1775887 reaction equation
C1C2C(COC([NH:18][C@@H:19]([C:28]([NH:30][CH3:31])=[O:29])[CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=O)C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>C(Cl)Cl>[NH2:18][C@@H:19]([C:28]([NH:30][CH3:31])=[O:29])[CH2:20][C:21]([O:23][C:24]([CH3:26])([CH3:27])[CH3:25])=[O:22]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 117748919HCID 117748919, compound

Product 1

HCID 117748920HCID 117748920, compoundYield 233.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of tert-butyl (R)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(methylamino)-4-oxobutanoate (226 mg, 0.53 mmol), in DCM (1.05 mL) was added piperidine (263 μL, 2.7 mmol). The reaction mixture was stirred for 1 h at room temperature. The solvent was evaporated to afford 250 mg (100%) of tert-butyl (R)-3-amino-4-(methylamino)-4-oxobutanoate as a mixture with 1-((9H-fluoren-9-yl)methyl)piperidine. The mixture was used without purification in the next reaction. LCMS-ESI (m/z) calculated for C9H18N2O3: 202.1. found 225.1 [M+Na]+, tR=0.50 min. (Method 15).

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-5263dfa624de465e9595e6a3092cb7ac
Source dataset
uspto-grants-2016_02
Patent number
US09260427B2

Reaction notes

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