Piperidine → (2S)-4-amino-2-(((tert-butoxy)carbonyl)amino)butanoic acid

HRID 1481020Notes

Reaction equation

HRID 1481020 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 2755945Boc-L-2,4-diaminobutyric acid(Fmoc)

Product 1

HCID 7019666(2S)-4-amino-2-(((tert-butoxy)carbonyl)amino)butanoic acid

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Boc-L-Dab(Fmoc)-OH (132 mg, 0.3 mmol, PepTech) and piperidine (0.2 mL, 2.02 mmol) were dissolved in DMF (1 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-e6a05d0cb9c749679e54cfa24643962d
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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