Hydrazine hydrate (1:1) → HCID 12919618, compound

HRID 1277392Notes

Reaction equation

HRID 1277392 reaction equation
[NH:1]([C:40]([O:42][CH2:43][C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)=[O:41])[C@H:2]([C:11]([NH:13][C@@H:14]([C:20]([NH:22][CH2:23][C:24]([NH:26][C@H:27]([C:35](OCC)=[O:36])[CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:25])=[O:21])[CH2:15][CH2:16][S:17]([CH3:19])=[O:18])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7](O)=[CH:6][CH:5]=1.[OH2:50].[NH2:51][NH2:52]>C(O)C.CN(C=O)C>[NH:1]([C:40]([O:42][CH2:43][C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)=[O:41])[C@H:2]([C:11]([NH:13][C@@H:14]([C:20]([NH:22][CH2:23][C:24]([NH:26][C@H:27]([C:35]([NH:51][NH2:52])=[O:36])[CH2:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)=[O:25])=[O:21])[CH2:15][CH2:16][S:17]([CH3:19])=[O:18])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:50])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12919616HCID 12919616, compound

Product 1

HCID 12919618HCID 12919618, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

6.0 g of Z-Tyr-(D)-Met(O)-Gly-Phe-OEt is dissolved in a mixed solvent of 20ml of ethyl alcohol-20 ml of DMF, and 2 ml of hydrazine hydrate is added tothe solution, which is then allowed to stand at room temperature for 2 days. The ethyl alcohol is distilled off, followed by adding diethyl ether, and the precipitated crystals are collected by filtration. The crystals are boiled with acetonitrile for washing. The yield of the product is 5.0 g, m.p. 182°-184° C., Rf1 =0.10, [α]D21 -13.4° (c=0.44, DMF),

Workup

  1. additionis added tothe solution, which
  2. distillationThe ethyl alcohol is distilled off
  3. additionby adding diethyl ether
  4. filtrationthe precipitated crystals are collected by filtration
  5. washfor washing

Sources & evidence

ORD record
ord-01e860dc46b64d8e9802acb1006196d4
Source dataset
uspto-grants-1981_07
Patent number
US04277394

Reaction notes

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