Diethylamine → (2S)-2-amino-5-(((tert-butoxy)carbonyl)amino)pentanoic acid

HRID 11860

Reaction equation

HRID 11860 reaction equation
C([NH:18][C@H:19]([C:31]([OH:33])=[O:32])[CH2:20][CH2:21][CH2:22][NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O.C(NCC)C>CN(C=O)C>[C:24]([NH:23][CH2:22][CH2:21][CH2:20][C@@H:19]([C:31]([OH:33])=[O:32])[NH2:18])([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 2756114Fmoc-Orn(Boc)-OH

Product 1

HCID 6993436(2S)-2-amino-5-(((tert-butoxy)carbonyl)amino)pentanoic acidYield 210%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound obtained in Example 23-1 (250.8 mg) was dissolved in DMF (5 ml). After the addition of diethylamine. (0.5 ml), the mixture was stirred for 2 hours at room temperature. After the reaction, the solvent was removed by distillation under reduced pressure and the residue was dried under vacuum to obtain the title compound (269.1 mg).

Workup

  1. customAfter the reaction
  2. customthe solvent was removed by distillation under reduced pressure
  3. customthe residue was dried under vacuum

Sources & evidence

ORD record
ord-4dc70e910fce4c9ba040b32abaa97152
Source dataset
uspto-grants-2006_08
Patent number
US07098215B2

Linked notes

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