(4S)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine-4-carboxylic acid → HCID 178509555, compound
Reaction equation
C(OC([N:8]1[C@H:12]([C:13](O)=O)[CH2:11][O:10]C1(C)C)=O)(C)(C)C.[NH2:18][C:19]1[CH:20]=[C:21]([C:26]2[CH:31]=[CH:30][C:29]([C:32]#[N:33])=[CH:28][CH:27]=2)[CH:22]=[CH:23][C:24]=1[NH2:25]>>[NH2:8][C@H:12]([C:13]1[NH:25][C:24]2[CH:23]=[CH:22][C:21]([C:26]3[CH:31]=[CH:30][C:29]([C:32]#[N:33])=[CH:28][CH:27]=3)=[CH:20][C:19]=2[N:18]=1)[CH2:11][OH:10]Participants
3
Procedure
The title compound was prepared according to Method 1 using (S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid and 3′,4′-diaminobiphenyl-4-carbonitrile (Preparation 82). The residue was purified through an SCX cartridge followed by reverse phase column chromatography eluting with 0-60% MeCN in water.
Workup
- customThe residue was purified through an SCX cartridge
- washeluting with 0-60% MeCN in water
Sources & evidence
- ORD record
- ord-ddfbcb6be3ba40e1ab79d9661c376352
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08927587B2
Reaction notes
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