Ethyl 4-(2-(10-(Isopropylthio)decanoylamino)phenylthio)butyrate → 4-(2-(11-Carboxyundecanoylamino)phenylthio)butyric acid
Reaction equation
[C:1]([O:16]C)(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O-:14])=[O:13].C(SCCCCCCCCCC([NH:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[S:40][CH2:41][CH2:42][CH2:43][C:44]([O:46]CC)=[O:45])=O)(C)C>>[C:12]([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]([NH:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[S:40][CH2:41][CH2:42][CH2:43][C:44]([OH:46])=[O:45])=[O:16])([OH:14])=[O:13]Participants
3
Procedure
When amine (11) is acylated with acid chloride (7) as per procedure Step (E), and the resultant diester (ethyl 4-(2-(11-carbomethoxy-undecanoylamino)phenylthio)butyrate 12 is hydrolyzed in Step I as per procedure (F), the title compound, 13 m.p. 113.5-115° C. is obtained.
Sources & evidence
- ORD record
- ord-5126cf189164423d94750b99cb3f4995
- Source dataset
- uspto-grants-2000_04
- Patent number
- US06046183
Reaction notes
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