Isobutyl mercaptan → HCID 73207931, compound

Reaction equation

[CH3:1][CH:2]([CH3:5])[CH2:3][SH:4].[CH3:6][C@H:7]1[C:25](=[O:26])[O:24][C@H:9]2[CH2:10][C@:11]3([CH3:23])[O:13][C@H:12]3[C@@H:14]3[O:16][C@@H:15]3[C:17]3[C:21](=[O:22])[O:20][C@@H:19]([C@H:8]12)[CH:18]=3.CN(C1C=CC=CN=1)C>CC(C)=O>[OH:16][CH:14]1[CH:15]([S:4][CH2:3][CH:2]([CH3:5])[CH3:1])[C:17]2=[CH:18][CH:19]([O:20][C:21]2=[O:22])[CH:8]2[CH:9]([O:24][C:25](=[O:26])[CH:7]2[CH3:6])[CH2:10][C:11]2([CH3:23])[CH:12]1[O:13]2

Participants

Procedure

2-methyl-1-propanethiol (500 μmol; 54 μl) is added to a solution of dihydromikanolide (100 μmol; 30 mg) and dimethylaminopyridine (10 μmol; 1.2 mg) in acetone (1 ml). The reaction mass is stirred for two hours at ambient temperature then the solvent is evaporated off under reduced pressure. The residue is taken up in ether then the precipitate formed is filtered, washed with ether and dried under vacuum. 25 mg of product is obtained in the form of a white powder.