Hydrogen Peroxide → HCID 12802591, compound

HRID 1156944Notes

Reaction equation

HRID 1156944 reaction equation
[NH:1]([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[C@H:2]([C:11]([NH:13][C@@H:14]([C:19]([NH:21][CH2:22][C:23]([N:25]([CH3:41])[C@H:26]([C:34]([NH:36][NH:37][C:38]([NH2:40])=[O:39])=[O:35])[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:24])=[O:20])[CH2:15][CH2:16][S:17][CH3:18])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.OO.CC[O:53]CC.CN(C=O)C>C(O)(=O)C>[NH:1]([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[C@H:2]([C:11]([NH:13][C@@H:14]([C:19]([NH:21][CH2:22][C:23]([N:25]([CH3:41])[C@H:26]([C:34]([NH:36][NH:37][C:38]([NH2:40])=[O:39])=[O:35])[CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)=[O:24])=[O:20])[CH2:15][CH2:16][S:17]([CH3:18])=[O:53])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 3283Diethyl EtherHCID 6228DimethylformamideHCID 12802589HCID 12802589, compound

Product 1

HCID 12802591HCID 12802591, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In 3 ml of acetic acid is dissolved 0.35 g of BOC-Tyr-(D)-Met-Gly-MePhe-NHNHCONH2 followed by addition of 0.082 ml of 30% aqueous H2O2. The solution is stirred for 10 minutes, treated with 100 ml of ether and filtered to obtain a powder. Yield 0.35 g (88%); m.p. 110°-115° C.; [α]D24 -35.1° (c=1.04, DMF); Rf1 0.05.

Workup

  1. filtrationfiltered
  2. customto obtain a powder

Sources & evidence

ORD record
ord-99d0a1e1200546ed8e27bb1311f63a57
Source dataset
uspto-grants-1982_06
Patent number
US04337247

Reaction notes

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