Reaktion #2075753

ord-edd65f73a90c4439a006b0fcc2c0e35b

Reaktionsgleichung

NC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](CO)O2)CN1
( 9 )
NC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](CO)O2)CN1
2′-deoxy-5,6-dihydro-5-azacytidine
CCCCCCCCCCCCCCCC(=O)O
palmitic acid
→
CCCCCCCCCCCCCCCC(=O)OC[C@H]1O[C@@H](N2CNC(N)=NC2=O)C[C@@H]1O
colorless product
Ausbeute 107.6%
CCCCCCCCCCCCCCCC(=O)OC[C@H]1O[C@@H](N2CNC(N)=NC2=O)C[C@@H]1O
2′-deoxy-5,6-dihydro-5-azacytidine palmitate
Ausbeute 107.6%

Edukte

NC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](CO)O2)CN1
( 9 )
NC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](CO)O2)CN1
2′-deoxy-5,6-dihydro-5-azacytidine
CCCCCCCCCCCCCCCC(=O)O
palmitic acid

Reagenzien

Keine

Lösungsmittel

CO
MeOH
CO
MeOH

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeevaporated
  2. 2
    SonstigeThe residue was triturated with ether
  3. 3
    Filtrationfiltered

Vorschrift

To a solution of (9) (0.26 g, 1.13 mmol) in MeOH (50 mL) was added a solution of palmitic acid (0.29 g, 1.13 mmol) in hot MeOH (10 mL) and evaporated. The residue was triturated with ether and filtered giving 0.57 g (quantitative yield) of a colorless product with m.p. 123-124°. MS ES+ 231 [M+H+].

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07642247B2uspto-grants-2010_01