Piperidine → Boc-D-2,4-diaminobutyric acid

HRID 1481031Notes

Reaction equation

HRID 1481031 reaction equation
[NH:1]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[C@@H:2]([C:23]([OH:25])=[O:24])[CH2:3][CH2:4][NH:5]C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O.N1CCCCC1>CN(C=O)C>[NH2:5][CH2:4][CH2:3][C@@H:2]([NH:1][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[C:23]([OH:25])=[O:24]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 17040123(2R)-2-{[(tert-butoxy)carbonyl]amino}-4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoic acid

Product 1

HCID 7021116Boc-D-2,4-diaminobutyric acid

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Boc-D-Dab(Fmoc)-OH (206 mg, 0.5 mmol, Oakwood Products) and piperidine (0.3 mL, 3.03 mmol) were dissolved in DMF (1.6 mL). The resulting mixture was stirred at room temperature for 30 minutes. The volatiles were removed in vacuo and the residue was used directly in the subsequent step without further purification.

Workup

  1. customThe volatiles were removed in vacuo
  2. customthe residue was used directly in the subsequent step without further purification

Sources & evidence

ORD record
ord-65e57136971f48aa98e198a154513e6a
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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