59456-70-1 → HCID 178461725, compound

HRID 1447107Notes

Reaction equation

HRID 1447107 reaction equation
[CH3:1][C@@H:2]([C@H:12]([NH2:35])[C:13]([NH:15][C@H:16]([C:32]([OH:34])=[O:33])[C@H:17]1[O:21][C@@H:20]([N:22]2[C:28](=[O:29])[NH:27][C:25](=[O:26])[CH:24]=[CH:23]2)[C@H:19]([OH:30])[C@@H:18]1[OH:31])=[O:14])[C@H:3]([OH:11])[C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][N:9]=1>O>[CH3:1][C@@H:2]([C@H:12]([NH2:35])[C:13]([NH:15][C@H:16]([C:32]([OH:34])=[O:33])[C@H:17]1[O:21][CH:20]([N:22]2[C:28]([OH:29])=[N:27][C:24]([CH:25]=[O:26])=[CH:23]2)[C@H:19]([OH:30])[C@@H:18]1[OH:31])=[O:14])[C@H:3]([OH:11])[C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][N:9]=1

Participants

3

Reactant 1

HCID 45655759456-70-1

Product 1

HCID 178461725HCID 178461725, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

19 g of nikkomicin were dissolved in 75 ml of H2O, and 9 g of Alkylamine/CPG-1350 (Pierce Chem. Comp.) were added. After degassing the mixture in vacuo, it was left to stand at room temperature for 24 hours. The support material was filtered off, washed out with 800 ml of H2O and treated with 100 ml of 5% strength acetic acid at room temperature for 30 minutes. The filtrate was lyophilized. 116 mg of a residue, which was subsequently chromatographed on LiChroprep RP-8 using methanol/H2O (30:70), were obtained. Yield of X (after lyophilization): 18 mg.

Workup

  1. addition(Pierce Chem. Comp.) were added
  2. customAfter degassing the mixture in vacuo, it
  3. waitwas left
  4. filtrationThe support material was filtered off
  5. washwashed out with 800 ml of H2O
  6. additiontreated with 100 ml of 5% strength acetic acid at room temperature for 30 minutes
  7. custom116 mg of a residue, which was subsequently chromatographed on LiChroprep
  8. customusing methanol/H2O (30:70), were obtained

Sources & evidence

ORD record
ord-c643d23b1b1d44deb608269c5df78f8c
Source dataset
uspto-grants-1982_02
Patent number
US04315922

Reaction notes

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