Benzylamine → N-(4-[(7-Methoxyheptyl)oxy]butanoyl)-L-isoleucine, ethyl ester
Reaction equation
FC(F)(F)C(O)=O.[CH2:8]([O:10][C:11](=[O:18])[C@H:12]([C@H:14]([CH2:16][CH3:17])[CH3:15])[NH2:13])[CH3:9].C(OC(=O)[C@H]([C@H](CC)C)N)C.C(N)C1C=CC=CC=1.[CH3:38][O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][O:47][CH2:48][CH2:49][CH2:50][C:51](Cl)=[O:52].COCCCCCCCCCCCC(Cl)=O>>[CH3:38][O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][O:47][CH2:48][CH2:49][CH2:50][C:51]([NH:13][C@H:12]([C:11]([O:10][CH2:8][CH3:9])=[O:18])[C@H:14]([CH2:16][CH3:17])[CH3:15])=[O:52]Participants
6
Reactant 5
Product 1
Procedure
The title compound is prepared by the method of Example 14 using L-isoleucine ethyl ester trifluoroacetate [the title product of Example 44] as a reactant instead of benzylamine, and using an equivalent amount of 4-[(7-methoxyheptyl)oxy]butanoyl chloride [the title product of Example 100] instead of 12-methoxy-1-docecanoyl chloride [the title product of Example 11].
Sources & evidence
- ORD record
- ord-83c3fdc146fe400ba175ae8ae483f60a
- Source dataset
- uspto-grants-1999_01
- Patent number
- US05859052
Reaction notes
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