4-Methylmorpholine → HCID 54388809, Verbindung

HRID 461786

Reaktionsgleichung

Reaktionsgleichung von HRID 461786
[C:1]([NH:4][C@H:5]([C:7](O)=[O:8])[CH3:6])(=[O:3])[CH3:2].CN1CCOCC1.ClC(OCC(C)C)=O.Cl.[CH2:26]([O:33][C:34](=[O:46])[C@H:35]([CH2:42][CH:43]([CH3:45])[CH3:44])[NH:36][C:37](=[O:41])[C@H:38]([CH3:40])[NH2:39])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>O1CCCC1>[CH2:26]([O:33][C:34](=[O:46])[C@H:35]([CH2:42][CH:43]([CH3:45])[CH3:44])[NH:36][C:37](=[O:41])[C@H:38]([CH3:40])[NH:39][C:7](=[O:8])[C@H:5]([CH3:6])[NH:4][C:1](=[O:3])[CH3:2])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Komponenten

6

Edukt 4

HCID 79724-Methylmorpholine2×HCID 62365Isobutyl chloroformateHCID 88064N-Acetyl-L-alanineHCID 68124634HCID 68124634, Verbindung

Produkt 1

HCID 54388809HCID 54388809, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a stirred solution of acetylalanine (0.03 mole) and N-methylmorpholine (0.03 mole) in dry tetrahydrofuran (200 ml) at -20° to -25° is added isobutyl chloroformate (0.03 mole). After 10 minutes, a suspension of the crude alanylleucine benzyl ester hydrochloride (0.03+ mole) and N-methylmorpholine (0.04 mole) in tetrahydrofuran (25 ml) is added in portions over 1/2 hour. The mixture is allowed to warm to room temperature over a period of 2 hours and stirred overnight. The reaction mixture is evaporated to dryness and the residue is purified by chromatography on silica gel (200 gm) and elution with 10% methanol in chloroform to give acetylalanylalanylleucine benzyl ester.

Aufarbeitung

  1. additionis added in portions over 1/2 hour
  2. customThe reaction mixture is evaporated to dryness
  3. customthe residue is purified by chromatography on silica gel (200 gm) and elution with 10% methanol in chloroform

Quellen und Nachweise

ORD-Eintrag
ord-d1bd7cc0dc764d9e8254ab55b64eaa2c
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04064236

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