(4R)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic acid → HCID 90449590, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]3([CH2:14][CH2:13][NH:12][CH2:11]3)[CH2:9][N:8]([C:15]([NH:17][C:18]3[S:19][C:20]([Cl:23])=[CH:21][N:22]=3)=[O:16])[C:5]2=[CH:6][CH:7]=1.BrC1C=C2C3(CCNC3)CN(C(NC3SC(Cl)=CN=3)=O)C2=CC=1.CC1(C)[O:52][C@@H:51]([C:53](O)=[O:54])[CH2:50][O:49]1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]3([CH2:14][CH2:13][N:12]([C:50](=[O:49])[C@H:51]([OH:52])[CH2:53][OH:54])[CH2:11]3)[CH2:9][N:8]([C:15]([NH:17][C:18]3[S:19][C:20]([Cl:23])=[CH:21][N:22]=3)=[O:16])[C:5]2=[CH:6][CH:7]=1Participants
4
Procedure
The captioned compound was obtained in the form of a white solid by performing the same reactions and/or treatments as those in Example 19 and Step 2 of Example 117, with the exceptions that the 5-chloro-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide obtained as an intermediate of Example 39 was used instead of 5-bromo-N-(5-chlorothiazol-2-yl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide, and that (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid was used instead of N-Boc glycine.
Workup
- customThe captioned compound was obtained in the form of a white solid
Sources & evidence
- ORD record
- ord-c329bb184bed460096429a5eca24fb6c
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08921576B2
Reaction notes
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