Methanol → (S)-Methyl 2-N-Cbz-3-N-Boc-propanoate

HRID 1004500Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1004500
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([CH2:16][NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[CH3:27]CN=C=NCCCN(C)C.Cl>ClCCl.CN(C)C1C=CN=CC=1>[CH3:27][O:14][C:13](=[O:15])[C@@H:12]([NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])[CH2:16][NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19]

Komponenten

6

Edukt 3

HCID 887MethanolHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2756240L-N-Cbz-3-N-Boc-Amino-alanine

Produkt 1

HCID 10831821(S)-Methyl 2-N-Cbz-3-N-Boc-propanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The product (0.867 g) obtained in the above (2) is dissolved in dichloromethane (15 ml), and thereto are added methanol (1.5 ml), 4-dimethylaminopyridine (34 mg) and WSC.HCl (0.633 g) under ice-cooling. The mixture is stirred under ice-cooling for two hours, and then stirred at room temperature for 12 hours. The mixture is concentrated under reduced pressure to the volume of about 5 ml, and the residue is poured into water.

Aufarbeitung

  1. temperaturecooling
  2. temperaturecooling for two hours
  3. stirringstirred at room temperature for 12 hours
  4. concentrationThe mixture is concentrated under reduced pressure to the volume of about 5 ml
  5. additionthe residue is poured into water

Quellen und Nachweise

ORD-Eintrag
ord-dbaec3730ab5487cb2472885e180c77d
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06048854

Notizen zur Reaktion

Wird geladen…