Iodoethane → 5-(S)-Azidomethyl-3-[4'-ethylthio-3'-fluorophenyl]oxazolidine-2-one
Reaction equation
N(C[C@H]1OC(=O)N(C2C=CC(SC)=C(F)C=2)C1)=[N+]=[N-].ICC.[N:23]([CH2:26][C@H:27]1[O:31][C:30](=[O:32])[N:29]([C:33]2[CH:38]=[CH:37][C:36]([S:39][C:40](C3C=CC=CC=3)(C3C=CC=CC=3)[C:41]3C=CC=CC=3)=[C:35]([F:59])[CH:34]=2)[CH2:28]1)=[N+:24]=[N-:25]>>[N:23]([CH2:26][C@H:27]1[O:31][C:30](=[O:32])[N:29]([C:33]2[CH:38]=[CH:37][C:36]([S:39][CH2:40][CH3:41])=[C:35]([F:59])[CH:34]=2)[CH2:28]1)=[N+:24]=[N-:25]Participants
4
Procedure
This compound was prepared analogously to the synthesis of 5-(S)-azidomethyl-3-[4′-methylthio-3′-fluorophenyl]oxazolidine-2-one from iodoethane (0.117 ml, 1.47 mmol) and 5-(S)-azidomethyl-3-[4′-triphenylmethylthio-3′-fluorophenyl]oxazolidine-2-one (0.500 g, 0.979 mmol). Yield 0.267 g (92%). MS (m/z): [M+H]+=297.
Sources & evidence
- ORD record
- ord-df9ab3657abb450f9993dbf045421f99
- Source dataset
- uspto-grants-2004_06
- Patent number
- US06743811B2
Reaction notes
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