Diethyl Ether → HCID 178512177, compound

HRID 1906134Notes

Reaction equation

HRID 1906134 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:10]([NH:12][C@H:13]([C:24]([OH:26])=[O:25])[CH2:14][CH2:15][CH2:16][NH:17][C:18](=[NH:23])[NH:19][N+:20]([O-:22])=[O:21])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl.CC(O)=O.C(OCC)C>CO>[NH2:1][C@H:2]([C:10]([NH:12][C@H:13]([C:24]([OH:26])=[O:25])[CH2:14][CH2:15][CH2:16][NH:17][C:18](=[NH:23])[NH:19][N+:20]([O-:22])=[O:21])=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 22641269Acetate-hydrochloric acidHCID 178454154HCID 178454154, compound

Product 1

HCID 178512177HCID 178512177, compoundYield 148%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

34.3 Grams (0.057 mole) of BOC-Phe-Arg(NO2)-CHA was dissolved in 171 ml (0.342 Mole) of 2N HCl/AcOH with a small amount of MeOH, and reacted at room temperature for 2 hours. After the reaction was completed, 2 liters of dried diethyl ether was added to the reaction mixture so as to precipitate crystals. The precipitated crystals were collected by filtration and dried to obtain 30.9 g (100%) of H-Phe-Arg(NO2)-CHA.HCl.

Workup

  1. customreacted at room temperature for 2 hours
  2. customto precipitate crystals
  3. filtrationThe precipitated crystals were collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-d70500ae9dc042888d4a0583c60d2a53
Source dataset
uspto-grants-1987_03
Patent number
US04650753

Reaction notes

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