Triethylamine → (S)-N-methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide

HRID 22449

Reaktionsgleichung

Reaktionsgleichung von HRID 22449
C([N:3]([CH2:6]C)CC)C.[C:8]([NH:15][C@H:16]([C:21]([OH:23])=O)[CH2:17][CH:18]([CH3:20])[CH3:19])([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].[C:24](C1NC=CN=1)(C1NC=CN=1)=[O:25]>ClCCl>[CH3:24][O:25][N:3]([CH3:6])[C:21](=[O:23])[C@H:16]([CH2:17][CH:18]([CH3:19])[CH3:20])[NH:15][C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9]

Komponenten

5

Edukt 3

HCID 8471Triethylamine2×HCID 83170L-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 5250894Bis-(1H-imidazol-2-YL)-methanone

Produkt 1

HCID 11119284(S)-N-methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

Triethylamine (10 ml) is added to a stirred solution of Boc-Leucine in dichloromethane. Then sequentially, carbonyl-diimidazole (10 mmol) are added followed by, N-dimethylhydroxyamine hydrochloride (11 mmol), and triethylamine (11 mmol). The reaction is monitored by TLC, was found to be completely within an hour. The mixture is diluted with dicloromethane (250 ml) and washed successively with 1N HCl, and a saturated sodium chloride solution. The organic solution was dried with magnesium sulfate, and the solvent evaporated to give the desired product (9.0 mmol yield).

Aufarbeitung

  1. waitto be completely within an hour
  2. washwashed successively with 1N HCl
  3. dry with materialThe organic solution was dried with magnesium sulfate
  4. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-56486a97160b42fb8d452a058dc72998
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428019

Verknüpfte Notizen

Wird geladen…