Ethyl 7-(methanesulfonamido)heptanoate → ethyl 7-[N-(4-acetoxy-(E)-2-nonenyl)methanesulfonamido]heptanoic acid
Reaction equation
[CH3:1][S:2]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14]CC)=[O:13])(=[O:4])=[O:3].CS(N[CH2:21][CH2:22]CCCCC(OCC)=O)=O.[C:32]([O:35][CH:36]([CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])[CH2:37][CH2:38][CH2:39]N(CCCCCCC(OCC)=O)S(C)=O)(=[O:34])[CH3:33]>>[CH2:21]([CH:11]([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH2:39]/[CH:38]=[CH:37]/[CH:36]([O:35][C:32](=[O:34])[CH3:33])[CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])[S:2]([CH3:1])(=[O:3])=[O:4])[C:12]([OH:14])=[O:13])[CH3:22]Participants
4
Procedure
The synthesis of this compound is carried out as described in Example 1 except that, in Step A, the ethyl 7-(methanesulfonamido)heptanoate is replaced by an equimolar amount of ethyl 7-(methanesulfinamido)heptanoate (Example T). The product of Step A is thus ethyl 7-[N-(4-acetoxynonyl)methanesulfinamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxynonyl)methanesulfinamido]heptanoic acid (B).
Workup
- customThe synthesis of this compound
Sources & evidence
- ORD record
- ord-a1a859e76bb84fc5aa7274d6ceb4c225
- Source dataset
- uspto-grants-1977_07
- Patent number
- US04033996
Reaction notes
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