Trifluoroacetic acid → HCID 131715490, compound

HRID 649089Notes

Reaction equation

HRID 649089 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:4]([NH:6][C@H:7]([C:11]([NH:13][C@H:14]([C:30]([NH2:32])=[O:31])[CH2:15][CH2:16][CH2:17][CH2:18][NH:19][C:20]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:21])=[O:12])[CH:8]([CH3:10])[CH3:9])=[O:5])[CH3:3].[C:40]([OH:46])([C:42]([F:45])([F:44])[F:43])=[O:41]>>[NH2:1][C@H:2]([C:4]([NH:6][C@H:7]([C:11]([NH:13][C@H:14]([C:30]([NH2:32])=[O:31])[CH2:15][CH2:16][CH2:17][CH2:18][NH:19][C:20]([O:22][CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:21])=[O:12])[CH:8]([CH3:10])[CH3:9])=[O:5])[CH3:3].[F:43][C:42]([C:40]([OH:46])=[O:41])([F:45])[F:44]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131715492t-Boc-Ala-Val-Lys(CBZ)-NH2

Product 1

HCID 131715490HCID 131715490, compoundYield 83%

Procedure

The protected tripeptide amide (IX) (1.0 g, 1.8 mmol) was dissolved in cold TFA (10 ml). After 10 minutes, the mixture was evaporated in vacuo and the residue was triturated with ether (2×50 ml). The mother liquors were decanted and the residue was dried under vacuum to give (X) as a foam (0.85 g; 83%).

Workup

  1. customthe mixture was evaporated in vacuo
  2. customthe residue was triturated with ether (2×50 ml)
  3. customThe mother liquors were decanted
  4. customthe residue was dried under vacuum

Sources & evidence

ORD record
ord-4c478d8436bf4b2698a8c802e6b06b61
Source dataset
uspto-grants-1988_04
Patent number
US04737487

Reaction notes

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