1-Deoxy-1-(methylamino)hexitol → HCID 22252052, compound

HRID 2243629Notes

Reaction equation

HRID 2243629 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]I)=[CH:14][CH:13]=3)[CH:10]([CH2:26][CH2:27][CH:28]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=3)[OH:29])[C:9]2=[O:37])=[CH:4][CH:3]=1.[CH3:38][NH:39][CH2:40][CH:41]([OH:50])[CH:42]([OH:49])[CH:43]([OH:48])[CH:44]([OH:47])[CH2:45][OH:46]>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][N:39]([CH3:38])[CH2:40][CH:41]([OH:50])[CH:42]([OH:49])[CH:43]([OH:48])[CH:44]([OH:47])[CH2:45][OH:46])=[CH:14][CH:13]=3)[CH:10]([CH2:26][CH2:27][CH:28]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=3)[OH:29])[C:9]2=[O:37])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 40491-Deoxy-1-(methylamino)hexitolHCID 22252069HCID 22252069, compound

Product 1

HCID 22252052HCID 22252052, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

136 mg of 1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-4-[4-(6-iodohexyloxy)phenyl]azetidin-2-one are dissolved in 10 ml of absolute dimethylformamide. 172 mg of 6-methylaminohexane-1,2,3,4,5-pentaol are then added, and the reaction solution is stirred at 50° C. for 2.5 h. After concentration using a rotary evaporator and oil pump vacuum at 40° C., the residue is purified by preparative HPLC. The product is obtained as an oil. C37H48F2N2O8 (686) MS (ESI): M+

Workup

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

Sources & evidence

ORD record
ord-f6122438b7884c05b249697d5f031d81
Source dataset
uspto-grants-2010_03
Patent number
US07674773B2

Reaction notes

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