Hydrogen Peroxide → HCID 12802603, compound

HRID 1156946Notes

Reaction equation

HRID 1156946 reaction equation
[NH:1]([C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[C@H:2]([C:11]([NH:13][C@@H:14]([C:19]([NH:21][CH2:22][C:23]([NH:25][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:52]CC.CN(C=O)C>C(O)(=O)C>[NH:1]([C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[C@H:2]([C:11]([NH:13][C@@H:14]([C:19]([NH:21][CH2:22][C:23]([NH:25][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:52])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 3283Diethyl EtherHCID 6228DimethylformamideHCID 12802601BOC-Tyr-(D)-Met-Gly-Phe-NHNHCONH2

Product 1

HCID 12802603HCID 12802603, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In 5 ml of acetic acid is dissolved 900 mg of BOC-Tyr-(D)-Met-Gly-Phe-NHNHCONH2 followed by addition of 0.24 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 760 mg; m.p. 114°-121° C.; [α]D21.5 -2.6° (c=0.89, DMF); Rf2 0.38.

Workup

  1. filtrationfiltered
  2. customto obtain a powder

Sources & evidence

ORD record
ord-3406a56a0d8c47da92659117ac179399
Source dataset
uspto-grants-1982_06
Patent number
US04337247

Reaction notes

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