Ethyl 7-(methanesulfonamido)heptanoate → 7-[N-(4(R)-hydroxy-2-nonynyl)methanesulfonamido]heptanoic acid
Reaction equation
CS(NCCCCCCC(OCC)=O)(=O)=O.C(S(NCCCCCCC(OCC)=O)(=O)=O)C.C([O:37][CH:38]([CH2:59][CH2:60][CH2:61][CH2:62][CH3:63])[CH2:39][CH2:40][CH2:41][N:42]([CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][C:54]([O:56]CC)=[O:55])[S:43]([CH2:46]C)(=[O:45])=[O:44])(=O)C>>[OH:37][C@H:38]([CH2:59][CH2:60][CH2:61][CH2:62][CH3:63])[C:39]#[C:40][CH2:41][N:42]([CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][C:54]([OH:56])=[O:55])[S:43]([CH3:46])(=[O:44])=[O:45]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-ethanesulfonamidoheptanoate (Example P). The product of Step A is thus ethyl 7-[N-(4-acetoxynonyl)ethanesulfonamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxynonyl)ethanesulfonamido]heptanoic acid (B).