Tert-butyl 3,4-dihydroxypyrrolidine-1-carboxylate → 1,1-Dimethylethyl N,N-bis(2-oxoethyl)carbamate

HRID 1393220Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1393220
I([O-])(=O)(=O)=O.[Na+].[C:7]([O:11][C:12]([N:14]1[CH2:18][CH:17]([OH:19])[CH:16]([OH:20])[CH2:15]1)=[O:13])([CH3:10])([CH3:9])[CH3:8]>O.C1COCC1>[C:7]([O:11][C:12](=[O:13])[N:14]([CH2:18][CH:17]=[O:19])[CH2:15][CH:16]=[O:20])([CH3:10])([CH3:8])[CH3:9]

Komponenten

5

Edukt 2

HCID 13329884Tert-butyl 3,4-dihydroxypyrrolidine-1-carboxylateHCID 23667635Sodium periodate

Produkt 1

HCID 135745471,1-Dimethylethyl N,N-bis(2-oxoethyl)carbamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Sodium periodate (20.31 g, 94.96 mmol) in H2O (118 mL) was added to a cooled solution of 3,4-dihydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (19.3 g, 94.6 mmol) in THF (158 mL) over a 30 minute period. The resulting white suspension was allowed to stir at room temperature for 3 h. The suspension was filtered and the filtrate concentrated under vacuum to remove the THF. The resulting aqueous solution was used directly in the next reaction.

Aufarbeitung

  1. filtrationThe suspension was filtered
  2. concentrationthe filtrate concentrated under vacuum
  3. customto remove the THF
  4. customThe resulting aqueous solution was used directly in the next reaction

Quellen und Nachweise

ORD-Eintrag
ord-fbd80dc37e274bbfb9e3917466f10d91
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07345056B2

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