Citric Acid → HCID 53987300, Verbindung

HRID 1440170Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1440170
[NH:1]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C@@H:2]([C:7](OC)=[O:8])[CH2:3][CH2:4][CH2:5][CH3:6].[Cl-].[Li+].[BH4-].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C1COCC1.C(O)C>[C:14]([O:13][C:11]([NH:1][C@H:2]([CH2:3][CH2:4][CH2:5][CH3:6])[CH2:7][OH:8])=[O:12])([CH3:17])([CH3:16])[CH3:15]

Komponenten

7

Edukt 4

HCID 311Citric AcidHCID 433294Lithium ChlorideHCID 4311764Sodium borohydrideHCID 75487913(R)-Methyl 2-((tert-butoxycarbonyl)amino)hexanoate

Produkt 1

HCID 53987300HCID 53987300, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of Boc-DNle-OMe (4.23 g) in dry THF (30 ml) were added lithium chloride (0.85 g), sodium borohydride (0.76 g) and dry ethanol (60 ml), and the mixture was stirred at the same temperature for 2 h and at room temperature over night. The mixture was with ice-water, adjusted to pH 3 by the gradual addition of 10% aq. citric acid, and concentrated in vacuo. Water (200 ml) was added to the residue,and the mixture was extracted with dichloromethane (50 ml×3).

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. additionWater (200 ml) was added to the residue,and the mixture
  3. extractionwas extracted with dichloromethane (50 ml×3)

Quellen und Nachweise

ORD-Eintrag
ord-5fbfdaf4f8f5417a838cd3fce1b8ee91
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05496928

Notizen zur Reaktion

Wird geladen…