1-Deoxy-1-(methylamino)hexitol → HCID 22252101, compound

HRID 1612552Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:11]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]I)=[CH:14][CH:13]=3)[CH:10]([CH2:30][CH2:31][CH:32]([C:34]3[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=3)[OH:33])[C:9]2=[O:41])=[CH:4][CH:3]=1.[CH3:42][NH:43][CH2:44][CH:45]([OH:54])[CH:46]([OH:53])[CH:47]([OH:52])[CH:48]([OH:51])[CH2:49][OH:50]>CN(C)C=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:11]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][N:43]([CH3:42])[CH2:44][CH:45]([OH:54])[CH:46]([OH:53])[CH:47]([OH:52])[CH:48]([OH:51])[CH2:49][OH:50])=[CH:14][CH:13]=3)[CH:10]([CH2:30][CH2:31][CH:32]([C:34]3[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=3)[OH:33])[C:9]2=[O:41])=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 50 °C

Procedure

170 mg of 1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-4-[4-(10-iododecyloxy)phenyl]azetidin-2-one are dissolved in 5 ml of absolute dimethylformamide. 200 mg of 6-methylaminohexane-1,2,3,4,5-pentaol are then added, and the reaction solution is stirred at 50° C. for 2 h. After concentration using a rotary evaporator and oil pump pressure at 40° C., the residue is purified by preparative HPLC. The product is obtained as an oil. C41H56F2N2O8 (742) MS (ESI): M+

Workup

concentrationAfter concentration
customa rotary evaporator and oil pump pressure at 40° C.
customthe residue is purified by preparative HPLC
customThe product is obtained as an oil

Sources & evidence

ORD record: ord-3a953fc2f48c4fa7964eee9af3d0b5f6
Source dataset: uspto-grants-2006_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06992067B2

Reaction notes

Loading…