Reaktion #1144431

ord-943bfcf08c3948d68cf200f471bf7f56

Reaktionsgleichung

CN(C)C=O
dimethylformamide
Cc1c(-c2ccccc2)n(COCCO)c(=S)[nH]c1=O
1-[(2-hydroxyethoxy)methyl]-6-penylthiothymine
BrCc1ccccc1
benzyl bromide
CCN(C(C)C)C(C)C
ethyldiisopropylamine
Cc1c(-c2ccccc2)n(COCCO)c(=S)n(Cc2ccccc2)c1=O
target compound
Ausbeute 30.0%
Cc1c(-c2ccccc2)n(COCCO)c(=S)n(Cc2ccccc2)c1=O
1-[(2-hydroxyethoxy)methyl]-3-benzyl-6-phenylthiothymine
Ausbeute 30.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto react for 5 days at room temperature under nitrogen atmosphere
  2. 2
    EinengenThe reaction mixture was concentrated under reduced pressure
  3. 3
    Wascheneluted with 1% methano/chloroform

Vorschrift

To 2 ml of dimethylformamide 0.62 g (2.0 mmol) of 1-[(2-hydroxyethoxy)methyl]-6-penylthiothymine, 0.26 ml (2.2 mmol) of benzyl bromide and 0.38 ml (2.2 mmol) of ethyldiisopropylamine were added and allowed to react for 5 days at room temperature under nitrogen atmosphere. The reaction mixture was concentrated under reduced pressure and the residue was adsorbed on a silica gel column and eluted with 1% methano/chloroform to obtain 0.24 g of the target compound (Yield: 30%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE037979E1uspto-grants-2003_02