Ethanol → HCID 131723676, compound
Reaction equation
S(Cl)([Cl:3])=O.[CH2:5]([O:12][C:13]([NH:15][C@@H:16]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH2:29][CH2:30][C:31](=[O:39])[NH:32][C:33]2[NH:34][CH2:35][CH2:36][CH2:37][N:38]=2)=[CH:23][CH:22]=1)[C:17]([OH:19])=[O:18])=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH2:40](O)[CH3:41]>>[ClH:3].[CH2:5]([O:12][C:13]([NH:15][C@@H:16]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH2:29][CH2:30][C:31](=[O:39])[NH:32][C:33]2[NH:38][CH2:37][CH2:36][CH2:35][N:34]=2)=[CH:23][CH:22]=1)[C:17]([O:19][CH2:40][CH3:41])=[O:18])=[O:14])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1Participants
4
Procedure
0.14 ml (1.15 eq.) of thionyl chloride were added at −10° C. to 5 ml of ethanol and stirred for 10 min at this temperature. Then 1 g (1.66 mmol) of the compound of Example 1 were added as a suspension in 10 ml of ethanol. Under stirring, the mixture was warmed to room temperature and stirred for further 5 hours. The solution which had meanwhile become clear, was evaporated in vacuo, the residue was dissolved in water and, after filtration, subjected to lyophilization. Yield: 0.85 g of a colourless, amorphous solid. MS (ES+): m/e=511 (M+H+, 100%).