Hydrochloric Acid → {3-[4-(aminoiminomethyl)benzyl]-2,5-dioxopyrrolidin-1-yl}acetyl-D,L-homophenylalanine

HRID 2257998Notes

Reaction equation

HRID 2257998 reaction equation
C[O:2][C:3](=[O:34])[CH:4]([CH2:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[NH:5][C:6](=[O:25])[CH2:7][N:8]1[C:12](=[O:13])[CH2:11][CH:10]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([CH:21]=[N:22][NH2:23])=[CH:17][CH:16]=2)[C:9]1=[O:24].Cl>>[NH2:23][N:22]=[CH:21][C:18]1[CH:17]=[CH:16][C:15]([CH2:14][CH:10]2[CH2:11][C:12](=[O:13])[N:8]([CH2:7][C:6]([NH:5][CH:4]([C:3]([OH:34])=[O:2])[CH2:26][CH2:27][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)=[O:25])[C:9]2=[O:24])=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 131720120{3-[4-(Aminoiminomethyl)benzyl]-2,5-dioxopyrrolidin-1-yl}acetyl-D,L-homophenylalanine methyl ester

Product 1

HCID 131720121{3-[4-(aminoiminomethyl)benzyl]-2,5-dioxopyrrolidin-1-yl}acetyl-D,L-homophenylalanineYield 55%

Procedure

45 mg of {3-[4-(aminoiminomethyl)benzyl]-2,5-dioxopyrrolidin-1-yl}acetyl-D,L-homophenylalanine methyl ester are allowed to stand at room temperature for 1 h with 5 ml of concentrated hydrochloric acid. The mixture is then concentrated to dryness in vacuo, and the residue is taken up in a little water and freeze-dried. 24 mg of {3-[4-(aminoiminomethyl)benzyl]-2,5-dioxopyrrolidin-1-yl}acetyl-D,L-homophenylalanine are obtained.

Workup

  1. concentrationThe mixture is then concentrated to dryness in vacuo
  2. customfreeze-dried

Sources & evidence

ORD record
ord-84d2c53eb5184f3bbb78ce998b973d01
Source dataset
uspto-grants-1997_08
Patent number
US05658935

Reaction notes

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