Diethyl Ether → HCID 12802546, compound

HRID 1277390Notes

Reaction equation

HRID 1277390 reaction equation
[NH:1]([C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])[C@@H:2]([C:4]([NH:6][CH2:7][C:8]([NH:10][C@H:11]([C:19]([O:21]CC)=O)[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:9])=[O:5])[CH3:3].O.[NH2:35][NH2:36].C(OCC)C>CO>[NH:1]([C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])[C@@H:2]([C:4]([NH:6][CH2:7][C:8]([NH:10][C@H:11]([C:19]([NH:35][NH2:36])=[O:21])[CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[O:9])=[O:5])[CH3:3]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 24654Hydrazine hydrate (1:1)HCID 12802575HCID 12802575, compound

Product 1

HCID 12802546HCID 12802546, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 50 ml of MeOH is dissolved 3.3 g of Z-(D)-Ala-Gly-Phe-OEt and after 1 mlof hydrazine hydrate is added, the solution is allowed to stand at room temperature for 2 days. It is then treated with diethyl ether, collected by filtration and recrystallized from ethanol. 3.0 g (94%); m.p. 196°-197° C; Rf1 =0.34; [α]D27 +2.4°(c=0.37, DMF).

Workup

  1. filtrationcollected by filtration
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-48e756224a9047efb05c0095e2250fb5
Source dataset
uspto-grants-1981_07
Patent number
US04277394

Reaction notes

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