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Potassium Bicarbonate → Di-tert-butyl (2s,5s)-5-hydroxyethylpyrrolidine-1,2-dicarboxylate

HRID 10420
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 10420
C([O:3][C:4]([CH2:6][C@H:7]1[N:11]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[C@H:10]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:9][CH2:8]1)=O)C.[BH4-].[Li+].C(=O)(O)[O-].[K+]>C(OCC)C>[OH:3][CH2:4][CH2:6][C@H:7]1[N:11]([C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13])[C@H:10]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:9][CH2:8]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 516893Potassium BicarbonateHCID 4148881Lithium borohydrideHCID 91432523di-tert-butyl (2S,5S)-5-ethoxycarbonylmethylpyrrolidine-1,2-dicarboxylate

Produkt 1

HCID 91484630Di-tert-butyl (2s,5s)-5-hydroxyethylpyrrolidine-1,2-dicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel
2×

Versuchsvorschrift

43 g of the product from 1d were dissolved in 300 ml of diethyl ether. A solution of 3.1 g of lithium borohydride in 300 ml of diethyl ether was added dropwise thereto. The mixture was stirred for 6 h and the reaction was stopped by cautious addition of 300 ml of a saturated potassium bicarbonate solution. The phases were separated and the organic phase was washed with 250 ml of a saturated sodium chloride solution. The organic phase was dried with sodium sulfate, and the solvent was removed in vacuo. The residue was chromatographed on silica gel.

Aufarbeitung

  1. customThe phases were separated
  2. washthe organic phase was washed with 250 ml of a saturated sodium chloride solution
  3. dry with materialThe organic phase was dried with sodium sulfate
  4. customthe solvent was removed in vacuo
  5. customThe residue was chromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-2ee3358ec00f4d3a99109190e3ee13ea
Quelldatensatz
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07094800B2

Notizen zur Reaktion

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