1-Chloro-4-acetoxynonane → ethyl 7-[N-(4-acetoxy-(E)-2-nonenyl)methanesulfonamido]heptanoic acid

Reaktionsgleichung

Cl[CH2:2][CH2:3]CC(OC(=O)C)CCCCC.ClCCCC(OC(=O)C)(C)CCCCC.[C:30]([O:33][C:34](C)([CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])[CH2:35][CH2:36][CH2:37][N:38]([CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][C:49]([O:51]CC)=[O:50])[S:39]([CH3:42])(=[O:41])=[O:40])(=[O:32])[CH3:31]>>[CH2:2]([CH:48]([CH2:47][CH2:46][CH2:45][CH2:44][CH2:43][N:38]([CH2:37]/[CH:36]=[CH:35]/[CH:34]([O:33][C:30](=[O:32])[CH3:31])[CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])[S:39]([CH3:42])(=[O:40])=[O:41])[C:49]([OH:51])=[O:50])[CH3:3]

Komponenten

Edukt 3

HCID 131047161-Chloro-4-acetoxynonane

HCID 20327662ethyl 7-[N-(4-acetoxy-4-methylnonyl)methanesulfonamido]heptanoate

HCID 203860911-Chloro-4-acetoxy-4-methylnonane

Produkt 1

HCID 20327696ethyl 7-[N-(4-acetoxy-(E)-2-nonenyl)methanesulfonamido]heptanoic acid

Versuchsvorschrift

The synthesis of this compound is carried out as described in Example 1 except that, in Step A, the 1-chloro-4-acetoxynonane is replaced by an equimolar amount of 1-chloro-4-acetoxy-4-methylnonane (Example S). The product of Step A is thus ethyl 7-[N-(4-acetoxy-4-methylnonyl)methanesulfonamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxy-4-methylnonyl)methanesulfonamido]heptanoic acid (B).