Sodium Hydroxide → 3-(2-{[(Tert-butoxy)carbonyl]amino}acetamido)propanoic acid

HRID 720935

Reaktionsgleichung

Reaktionsgleichung von HRID 720935
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([NH:12][CH2:13][CH2:14][C:15]([O:17]CC)=[O:16])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([NH:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[O:11])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 21893946Ethyl 3-(2-{(tert-butoxycarbonyl)amino}acetylamino)propionate

Produkt 1

HCID 218938843-(2-{[(Tert-butoxy)carbonyl]amino}acetamido)propanoic acidAusbeute 16 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of (6) at 0° C. (3.43 g; 0.012 mmol) in methanol (40 ml) was treated with 2N sodium hydroxide (6.9 ml; 0.013 mmol). The mixture was stirred at ambient temperature for 90 minutes. After evaporation of the methanol and removal of the insoluble material by filtration, the solution was adjusted to pH5 with 6N hydrochloric acid. The mixture was extracted with dichloromethane and the organic layer evaporated to dryness to give 3-[(2-tertbutoxycarbonylaminoacetyl)amino]propanoic acid (7).

Aufarbeitung

  1. customAfter evaporation of the methanol and removal of the insoluble material
  2. filtrationby filtration
  3. extractionThe mixture was extracted with dichloromethane
  4. customthe organic layer evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-47c9c7199684463cb7fc161e44a736b1
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07135502B1

Verknüpfte Notizen

Wird geladen…