Z-Gln-ONp → H-Gln-Thr-Pro-OtBu

HRID 1680052Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1680052
[NH2:1][C@H:2]([C:6]([N:8]1[CH2:19][CH2:18][CH2:17][C@H:9]1[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[O:7])[C@@H:3]([CH3:5])[OH:4].C1C=CC(COC([NH:30][C@H:31]([C:37](OC2C=CC([N+]([O-])=O)=CC=2)=[O:38])[CH2:32][CH2:33][C:34]([NH2:36])=[O:35])=O)=CC=1>CN(C=O)C>[NH2:30][C@H:31]([C:37]([NH:1][C@H:2]([C:6]([N:8]1[CH2:19][CH2:18][CH2:17][C@H:9]1[C:10]([O:12][C:13]([CH3:15])([CH3:14])[CH3:16])=[O:11])=[O:7])[C@@H:3]([CH3:5])[OH:4])=[O:38])[CH2:32][CH2:33][C:34](=[O:35])[NH2:36]

Komponenten

4

Edukt 2

HCID 111333Z-Gln-ONpHCID 131712118H-Thr-Pro-OtBu

Produkt 1

HCID 131712117H-Gln-Thr-Pro-OtBu

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

1.36 g H-Thr-Pro-OtBu is dissolved in 10 ml DMF, after which 1.93 g Z-Gln-ONp is added and the reaction mixture is stirred for about 20 hours at room temperature. After evaporation of the mixture to dryness, the residue is dissolved in EtOAc and washed consecutively with 5% KHSO4 solution, 5% NaHCO3 solution and a saturated NaCl solution. The solution is then dried over Na2SO4 and filtered, and the filtrate is evaporated to dryness.

Aufarbeitung

  1. customAfter evaporation of the mixture to dryness
  2. dissolutionthe residue is dissolved in EtOAc
  3. washwashed consecutively with 5% KHSO4 solution, 5% NaHCO3 solution
  4. dry with materialThe solution is then dried over Na2SO4
  5. filtrationfiltered
  6. customthe filtrate is evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-b22a67e408404ba19122d28e54dd56bc
Quelldatensatz
uspto-grants-1981_06
Patentnummer
US04271152

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