Hydrochloric Acid → HCID 178512896, compound

HRID 1731594Notes

Reaction equation

HRID 1731594 reaction equation
[NH:1]([C:33]([O:35][CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)=[O:34])[C@@H:2]([C:15]([NH:17][CH2:18][C:19]([NH:21][C@H:22]([C:30]([OH:32])=[O:31])[CH2:23][CH2:24][CH2:25][NH:26][C:27](=[NH:29])[NH2:28])=[O:20])=[O:16])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7]C(OC(C)(C)C)=O.Cl.Cl.CC(O)=O>CO>[NH:1]([C:33]([O:35][CH2:36][C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1)=[O:34])[C@@H:2]([C:15]([NH:17][CH2:18][C:19]([NH:21][C@H:22]([C:30]([OH:32])=[O:31])[CH2:23][CH2:24][CH2:25][NH:26][C:27](=[NH:28])[NH2:29])=[O:20])=[O:16])[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 22641269Acetate-hydrochloric acidHCID 178453394HCID 178453394, compound

Product 1

HCID 178512896HCID 178512896, compoundYield 74.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.7 Grams (3.5 mM) of Z-D-Lys(BOC)-Gly-Arg-CHA.HCl was dissolved in a small amount of MeOH, followed by addition of 7 ml of 2N-HCl/AcOH and the mixture was reacted at room temperature for 1 hour. The reaction mixture was reprecipitated from dry diethyl ether and the crystals precipitated were collected by filtration and dried to obtain crude Z-D-Lys-Gly-Arg-CHA.2HCl. This crude product was purified by means of a column chromatography by using "TOYOPEARL HW 40F" column using MeOH as a developing solvent to obtain 1.8 g (74.6%) of Z-D-Lys-Gly-Arg-CHA.2HCl. Rf2 =0.31. Melting point: 220.0° C. (decomposed). [α]D20 -16.0 (C=1, 50% AcOH).

Workup

  1. customthe mixture was reacted at room temperature for 1 hour
  2. customThe reaction mixture was reprecipitated from dry diethyl ether
  3. customthe crystals precipitated
  4. filtrationwere collected by filtration
  5. customdried
  6. customto obtain crude Z-D-Lys-Gly-Arg-CHA.2HCl
  7. customThis crude product was purified by means of a column chromatography

Sources & evidence

ORD record
ord-0dbe01b9a640478391e940c4ef74c921
Source dataset
uspto-grants-1986_11
Patent number
US04622389

Reaction notes

Loading…