2,3-dihydro-1,4-benzodioxine-6-carbonyl chloride → HCID 86761151, Verbindung
Reaktionsgleichung
[OH:1][CH:2]1[CH2:20][CH:19]2[N:4]([C:5](=[O:39])[CH:6]([NH:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH:12]=[CH:13][CH:14]3[C:16]([C:22]([NH:24][S:25]([CH:28]4[CH2:30][CH2:29]4)(=[O:27])=[O:26])=[O:23])([NH:17][C:18]2=[O:21])[CH2:15]3)[CH2:3]1.[O:40]1[C:45]2[CH:46]=[CH:47][C:48]([C:50](Cl)=[O:51])=[CH:49][C:44]=2[O:43][CH2:42][CH2:41]1>>[O:40]1[C:45]2[CH:46]=[CH:47][C:48]([C:50]([O:1][CH:2]3[CH2:20][CH:19]4[N:4]([C:5](=[O:39])[CH:6]([NH:31][C:32]([O:34][C:35]([CH3:36])([CH3:38])[CH3:37])=[O:33])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH:12]=[CH:13][CH:14]5[C:16]([C:22]([NH:24][S:25]([CH:28]6[CH2:30][CH2:29]6)(=[O:27])=[O:26])=[O:23])([NH:17][C:18]4=[O:21])[CH2:15]5)[CH2:3]3)=[O:51])=[CH:49][C:44]=2[O:43][CH2:42][CH2:41]1Komponenten
3
Versuchsvorschrift
Prepared by way of method II using 18-hydroxy-14-tert-butoxycarbonylamino-4-cyclopropylsulfonylaminocarbonyl-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]-nonadec-7-ene (100 mg, 0.175 mmol) and 2,3-dihydro-1,4-benzodioxine-6-carbonyl chloride (105 mg, 0.53 mmol). The final trituration (diethyl ether/hexane) and filtration gave 50 mg (39%) of 18-(2,3-dihydro-1,4-benzodioxine-6-carbonyloxy)-14-tert-butoxycarbonylamino-4-cyclopropylsulfonylaminocarbonyl-2,15-dioxo-3,16-diazatricyclo-[14.3.0.04,6]-nonadec-7-ene as a white powder: 99.5% pure (HPLC), MS m/z 729 (M−H)−, HRMS: calcd. 748.3228 and found 748.3220 (M+NH4)+, mp 199-201° C.