4-Fluoro-3-nitrobenzotrifluoride → HCID 90037733, compound
Reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].N[C@H]1COC2C=C(C)C=CC=2NC1=O.C(OC([NH:29][C@@H:30]([C@@H:34]([OH:36])[CH3:35])[C:31](O)=[O:32])=O)(C)(C)C.F[C:38]1[CH:43]=[CH:42][C:41]([C:44]([F:47])([F:46])[F:45])=[CH:40][C:39]=1[N+:48]([O-])=O>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:29][C@H:30]1[C@H:34]([CH3:35])[O:36][C:38]2[CH:43]=[CH:42][C:41]([C:44]([F:47])([F:46])[F:45])=[CH:40][C:39]=2[NH:48][C:31]1=[O:32]Participants
4
Procedure
In a similar manner to that described for the preparation of (S)-3-amino-8-methyl-2,3-dihydrobenzo[b][1,4]oxazepin-4(5H)-one trifluoroacetate except in Step 1 the mixture was stirred overnight and in Step 2 the mixture was stirred 3 h, (2S,3S)-2-(tert-butoxycarbonylamino)-3-hydroxybutanoic acid discyclohexylamine salt (2.0 g, 5.00 mmol) and 1-fluoro-2-nitro-4-(trifluoromethyl)benzene (1.04 g, 5.00 mmol) were converted to the title compound (58 mg) which was used without purification.