Uridine → 3',5'-O-[1,1,3,3-Tetrakis(1-methylethyl)-1,3-disiloxanediyl]uridine

HRID 1971132Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1971132
[CH:1]1[C:7](=[O:8])[NH:6][C:4](=[O:5])[N:3]([C@@H:9]2[O:13][C@H:12]([CH2:14][OH:15])[C@@H:11]([OH:16])[C@H:10]2[OH:17])[CH:2]=1.Cl[Si:19]([CH:32]([CH3:34])[CH3:33])([CH:29]([CH3:31])[CH3:30])[O:20][Si:21](Cl)([CH:25]([CH3:27])[CH3:26])[CH:22]([CH3:24])[CH3:23]>N1C=CC=CC=1>[OH:17][C@@H:10]1[C@@H:11]2[O:16][Si:19]([CH:29]([CH3:31])[CH3:30])([CH:32]([CH3:34])[CH3:33])[O:20][Si:21]([CH:25]([CH3:27])[CH3:26])([CH:22]([CH3:23])[CH3:24])[O:15][CH2:14][C@H:12]2[O:13][C@H:9]1[N:3]1[CH:2]=[CH:1][C:7](=[O:8])[NH:6][C:4]1=[O:5]

Komponenten

4

Edukt 2

HCID 6029UridineHCID 1724041,3-Dichlorotetraisopropyldisiloxane

Produkt 1

HCID 104805853',5'-O-[1,1,3,3-Tetrakis(1-methylethyl)-1,3-disiloxanediyl]uridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of D-uridine (20 g) and 1,3-dichloro-1,1,3,3-tetraisopropyldisiloxane (1.018 eq) in pyridine (300 mL) was stirred at room temperature for 64 hours. Pyridine was removed in vacuo (30° C.). The residue was redissolved in 100 mL CH2Cl2, washed with water (3×75 mL), dried with anhydrous MgSO4 and filtered. The filtrate was evaporated to dryness and used as such in the next reaction. LC-MS: Rt: 3.16 min, m/z: 487 (M+H)+.

Aufarbeitung

  1. customPyridine was removed in vacuo (30° C.)
  2. dissolutionThe residue was redissolved in 100 mL CH2Cl2
  3. washwashed with water (3×75 mL)
  4. dry with materialdried with anhydrous MgSO4
  5. filtrationfiltered
  6. customThe filtrate was evaporated to dryness
  7. customsuch in the next reaction

Quellen und Nachweise

ORD-Eintrag
ord-6568d9d0ebe6466a995c42946f732875
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08431588B2

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