Methyl 8-methoxycarbonyl-8-methylsulfonyl-12-acetoxyheptadecanoate → methyl 8-methylsulfonyl-12(S)-acetoxy-10-heptadecynoate
Reaction equation
COC([C:5]([S:29]([CH3:32])(=[O:31])=[O:30])([CH2:16][CH2:17][CH2:18][CH:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])=O.COC(C(S(C)(=O)=O)(CC#C[C@@H](OC(=O)C)CCCCC)CCCCCCC(OC)=O)=O>>[CH3:32][S:29]([CH:5]([CH2:16][C:17]#[C:18][C@@H:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])(=[O:30])=[O:31]Participants
3
Procedure
The synthesis of this compound is carried out by the method of Example 3, Step D, except that methyl 8-methoxycarbonyl-8-methylsulfonyl-12-acetoxyheptadecanoate is replaced by an equivalent quantity of methyl 8-methoxycarbonyl-8-methylsulfonyl-12(S)-acetoxy-10-heptadecynoate.
Workup
- customThe synthesis of this compound