Boc-Leu-Ala-OBzl → H-Leu-Ala-OBzl

HRID 4982

Reaction equation

HRID 4982 reaction equation
[NH:1]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C@H:2]([C:7]([NH:9][C@H:10]([C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[CH3:11])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5]>FC(F)(F)C(O)=O>[NH:1]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C@H:2]([C:7]([NH:9][C@H:10]([C:12]([O:14][CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:13])[CH3:11])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:12]([O:14][CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:13])[CH3:11])=[O:8])[CH2:3][CH:4]([CH3:5])[CH3:6]

Participants

4

Reactant 1

HCID 58901353Boc-Leu-Ala-OBzl

Product 2

HCID 16742166H-Leu-Ala-OBzlHCID 58901353Boc-Leu-Ala-OBzl

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Boc-Leu-Ala-OBzl was prepared by the procedure for dipeptide synthesis in Example 2. Boc-Leu-Ala-OBzl (23.7 g, 57.7 mmoles) was dissolved in 40 mL of anhydrous trifluoroacetic acid. After 15 min, excess trifluoroacetic acid was removed by evaporation and the residue was treated with ether to yield H-Leu-Ala-OBzl.trifluoroacetic acid as a crystalline product (22.8 g).

Workup

  1. customexcess trifluoroacetic acid was removed by evaporation
  2. additionthe residue was treated with ether

Sources & evidence

ORD record
ord-d330762a78a24610a29680bec14ad834
Source dataset
uspto-grants-1993_09
Patent number
US05242904

Linked notes

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