Trifluoroacetic acid → Cbz-Dap-Ala-OBn

HRID 1353177Notes

Reaction equation

HRID 1353177 reaction equation
[NH:1]([C:27]([O:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:28])[C@H:2]([C:12]([NH:14][C@H:15]([C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18])[CH3:16])=[O:13])[CH2:3][NH:4]C(OC(C)(C)C)=O.FC(F)(F)C(O)=O>ClCCl>[NH:1]([C:27]([O:29][CH2:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)=[O:28])[C@H:2]([C:12]([NH:14][C@H:15]([C:17]([O:19][CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:18])[CH3:16])=[O:13])[CH2:3][NH2:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131726457Cbz-Dap(Boc)-Ala-OBn

Product 1

HCID 131726458Cbz-Dap-Ala-OBn

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound (247) (0.51 g, 1.02 mmol) from above was dissolved in dichloromethane (1 mL) and treated with trifluoroacetic acid (1 mL). The resulting mixture was stirred at room temperature for 3 h. The solvent was removed in vacuo and the crude residue (248) (0.49 g) was used in the next step without further purification.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe crude residue (248) (0.49 g) was used in the next step without further purification

Sources & evidence

ORD record
ord-3855dc83110b4f93ad4d81a0d850a08c
Source dataset
uspto-grants-2007_05
Patent number
US07220875B2

Reaction notes

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