Sucralose 6-acetate → (2R,3S,4R,5R,6S)-2-[(2R,3S,4S,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-chloro-6-(hydroxymethyl)oxane-3,4-diol

HRID 2080536

Reaktionsgleichung

Reaktionsgleichung von HRID 2080536
CC([O:4][CH2:5][C@H:6]1[O:11][C@H:10]([O:12][C@:13]2([CH2:22][Cl:23])[O:17][C@H:16]([CH2:18][Cl:19])[C@@H:15]([OH:20])[C@@H:14]2[OH:21])[C@H:9]([OH:24])[C@@H:8]([OH:25])[C@H:7]1[Cl:26])=O.C[O-].[Na+]>CO>[CH2:5]([OH:4])[C@@H:6]1[O:11][C@H:10]([O:12][C@:13]2([CH2:22][Cl:23])[O:17][C@H:16]([CH2:18][Cl:19])[C@@H:15]([OH:20])[C@@H:14]2[OH:21])[C@@H:9]([OH:24])[C@@H:8]([OH:25])[C@H:7]1[Cl:26]

Komponenten

4

Edukt 2

HCID 10094747Sucralose 6-acetateHCID 10942334Sodium Methoxide

Produkt 1

HCID 70683051(2R,3S,4R,5R,6S)-2-[(2R,3S,4S,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-chloro-6-(hydroxymethyl)oxane-3,4-diolAusbeute 66,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 15.8g of sucralose-6-acetate and 120g of methanol was added by 0.15g of sodium methoxide. The reaction mixture was stirred at 30° for 4 hours. Then, the reaction mixture was neutralized to pH7, filtered and then the filtrate was decolored with activated carbon and concentrated under vacuum condition to afford the crude sucralose. The crude was recrystallized from water to afford 9.5g of pure sucralose with over 99% purity.

Aufarbeitung

  1. filtrationfiltered
  2. concentrationconcentrated under vacuum condition
  3. customto afford the crude sucralose
  4. customThe crude was recrystallized from water

Quellen und Nachweise

ORD-Eintrag
ord-bd74fed623ec4bf9b24d0babebfddd4e
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932380B2

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