Lithium iodide → HCID 131722544, compound
Reaction equation
[I-].[Li+].C[C:4]1(C)[S:9][CH2:8][CH2:7][N:6]([S:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]#[C:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:15][CH:14]=2)(=[O:12])=[O:11])[C@H:5]1[C:29]([O:31]C)=[O:30]>>[C:23]1([C:22]#[C:21][CH2:20][O:19][C:16]2[CH:17]=[CH:18][C:13]([S:10]([N:6]3[CH2:7][CH2:8][S:9][CH2:4][CH:5]3[C:29]([OH:31])=[O:30])(=[O:12])=[O:11])=[CH:14][CH:15]=2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1Participants
3
Procedure
According to the procedure of Example 250, lithium iodide mediated ester cleavage of 0.282 g (0.61 mmol) of methyl (3S)-2,2-dimethyl-4-({4-[(3-phenyl-2-propynyl)oxy]phenyl)sulfonyl)3- thiomorpholinecarboxylate provided 0.215 g (79%) of (3S)-2,2-dimethyl4-({4-[(3-phenyl-2-propynyl)oxy]phenylsulfonyl)-3-thiomorpholine carboxylic acid as a white solid. Electrospray Mass Spec: 446.0 (M+H)+
Sources & evidence
- ORD record
- ord-0097449bdbe645c0b48e8d9811e66167
- Source dataset
- uspto-grants-2001_05
- Patent number
- US06225311B1
Reaction notes
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