Water → HCID 15003920, compound

HRID 1590979Notes

Reaction equation

HRID 1590979 reaction equation
[NH:1]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:2][CH2:3][C:4]([NH:6][C@H:7]([C:17]([NH:19][C@H:20]([C:25]([NH:27][C@H:28]([C:33]([O:35]CC)=O)[CH2:29][CH:30]([CH3:32])[CH3:31])=[O:26])[CH2:21][C:22](=[O:24])[NH2:23])=[O:18])[CH2:8][O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:5].[NH2:45][NH2:46].O.CN(C=O)C.O>CO>[NH:1]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:2][CH2:3][C:4]([NH:6][C@H:7]([C:17]([NH:19][C@H:20]([C:25]([NH:27][C@H:28]([C:33]([NH:45][NH2:46])=[O:35])[CH2:29][CH:30]([CH3:32])[CH3:31])=[O:26])[CH2:21][C:22](=[O:24])[NH2:23])=[O:18])[CH2:8][O:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:5]

Participants

6

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 24654Hydrazine hydrate (1:1)HCID 15003919HCID 15003919, compound

Product 1

HCID 15003920HCID 15003920, compoundYield 58.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3 Grams of Boc-β-Ala-Ser(Bzl)-Asn-Leu-OEt was dissolved in 20 ml of methanol, then to this solution was added 2.4 ml of NH2NH2.H2O and the mixture was stirred overnight, further 20 ml of DMF was added to the reaction mixture and the precipitate formed was dissolved, and was stirred overnight. The reaction mixture was concentrated under reduced pressure, to the residue thus obtained was added 15 ml of water, and the precipitate formed was collected by filtration and recrystallized twice from ethanol. 1.72 Grams (yield: 58.7%) of the above-mentioned objective product was obtained.

Workup

  1. customthe precipitate formed
  2. dissolutionwas dissolved
  3. stirringwas stirred overnight
  4. concentrationThe reaction mixture was concentrated under reduced pressure, to the residue
  5. customthus obtained
  6. customthe precipitate formed
  7. filtrationwas collected by filtration
  8. customrecrystallized twice from ethanol

Sources & evidence

ORD record
ord-48f753b956fd4ad6b56a82fe56278006
Source dataset
uspto-grants-1993_04
Patent number
US05204326

Reaction notes

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