Trifluoroacetic acid → (2S)-2-Benzyloxycarbonylamino-3-(4-((1,4, 5,6-tetrahydropyrimidin-2ylcarbamoyl)methyloxy)benzoylamino)propionic Acid

HRID 2297390Notes

Reaction equation

HRID 2297390 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([CH2:20][NH:21][C:22](=[O:40])[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31](=[O:39])[NH:32][C:33]2[NH:34][CH2:35][CH2:36][CH2:37][N:38]=2)=[CH:25][CH:24]=1)[C:13]([O:15]C(C)(C)C)=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>>[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([CH2:20][NH:21][C:22](=[O:40])[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31](=[O:39])[NH:32][C:33]2[NH:38][CH2:37][CH2:36][CH2:35][N:34]=2)=[CH:25][CH:24]=1)[C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57208730Tert-butyl (2s)-2-benzyloxycarbonylamino-3-(4-((1,4,5,6-tetrahydropyrimidin-2-ylcarbamoyl)methyloxy)benzoylamino)propionate

Product 1

HCID 57222079(2S)-2-Benzyloxycarbonylamino-3-(4-((1,4, 5,6-tetrahydropyrimidin-2ylcarbamoyl)methyloxy)benzoylamino)propionic Acid

Procedure

87 mg of the tert-butyl ester obtained in step d) were stirred at room temperature for 15 min in 2 ml of 95% strength trifluoroacetic acid. After concentrating in vacuo, the mixture was triturated with ether, and the residue was filtered off and dried. Yield: 79 mg.

Workup

  1. concentrationAfter concentrating in vacuo
  2. customthe mixture was triturated with ether
  3. filtrationthe residue was filtered off
  4. customdried

Sources & evidence

ORD record
ord-a48b44be5610419291dd0d809fcaff74
Source dataset
uspto-grants-2002_12
Patent number
US06492356B1

Reaction notes

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