Trifluoroacetic acid → Trifluoroacetic acid

HRID 1759765Notes

Reaction equation

HRID 1759765 reaction equation
[NH:1](C(OC(C)(C)C)=O)[CH2:2][C:3]([NH:5][CH2:6][C:7]([NH:9][C@H:10]([C:18]([NH:20][CH2:21][C:22]([OH:24])=[O:23])=[O:19])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:8])=[O:4].[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>>[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[NH2:1][CH2:2][C:3]([NH:5][CH2:6][C:7]([NH:9][C@H:10]([C:18]([NH:20][CH2:21][C:22]([OH:24])=[O:23])=[O:19])[CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[O:8])=[O:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 108737882-[[(2S)-2-[[2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]acetic acid

Product 2

HCID 6422Trifluoroacetic acidHCID 9945687Glycine, glycylglycyl-L-phenylalanyl-

Procedure

Boc-Gly-Gly-Phe-Gly-OH (200 mg) was dissolved in trifluoroacetic acid (4 ml) and stirred for 1.5 hours. The solvent was evaporated, and the residue was subjected to azeotropic distillations twice with methanol (10 ml) and twice with ethanol (10 ml) and washed with ether to obtain trifluoroacetic acid salt of Gly-Gly-Phe-Gly-OH (225 mg).

Workup

  1. customThe solvent was evaporated
  2. washwashed with ether

Sources & evidence

ORD record
ord-d1e48c60435549afa01e46d9180d4054
Source dataset
uspto-grants-2005_01
Patent number
US06838450B2

Reaction notes

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