Dichloromethane → HCID 70245499, compound

HRID 582785Notes

Reaction equation

HRID 582785 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[C:11]1[N:15]([C:16]2[CH:21]=[CH:20][C:19]([C:22](=[O:31])[N:23]([CH3:30])[CH2:24][CH2:25][CH2:26][N:27]([CH3:29])[CH3:28])=[CH:18][C:17]=2[CH:32]([CH3:34])[CH3:33])[N:14]=[C:13]([C:35]([NH:37][C:38]2([C:48]([OH:50])=[O:49])[CH:45]3[CH2:46][CH:41]4[CH2:42][CH:43]([CH2:47][CH:39]2[CH2:40]4)[CH2:44]3)=[O:36])[CH:12]=1.C(Cl)Cl.[CH3:54][NH:55][CH2:56][C@@H:57]([C@H:59]([C@@H:61]([C@@H:63]([CH2:65][OH:66])[OH:64])[OH:62])[OH:60])[OH:58]>CCO>[CH3:54][NH:55][CH2:56][C@@H:57]([C@H:59]([C@@H:61]([C@@H:63]([CH2:65][OH:66])[OH:64])[OH:62])[OH:60])[OH:58].[CH3:10][O:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=1[C:11]1[N:15]([C:16]2[CH:21]=[CH:20][C:19]([C:22](=[O:31])[N:23]([CH3:30])[CH2:24][CH2:25][CH2:26][N:27]([CH3:28])[CH3:29])=[CH:18][C:17]=2[CH:32]([CH3:34])[CH3:33])[N:14]=[C:13]([C:35]([NH:37][C:38]2([C:48]([OH:50])=[O:49])[CH:39]3[CH2:40][CH:41]4[CH2:42][CH:43]([CH2:44][CH:45]2[CH2:46]4)[CH2:47]3)=[O:36])[CH:12]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 8567N-Methyl-D-glucamineHCID 5311451SR142948A

Product 1

HCID 70245499HCID 70245499, compoundYield 35.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 0.07 g of the compound obtained in EXAMPLE 1' in 5 ml of EtOH and 1 ml of DCM is heated to reflux, 0.02 g of N-methyl-D-glucamine is added and the mixture is left stirring for 1 hour 30 minutes at RT. It is partially concentrated under vacuum and poured into 15 ml of ether, and the precipitate formed is drained. 0.032 g of the expected product is obtained, m.p.=90° C. (gum).

Workup

  1. temperatureto reflux
  2. waitthe mixture is left
  3. concentrationIt is partially concentrated under vacuum
  4. additionpoured into 15 ml of ether
  5. customthe precipitate formed

Sources & evidence

ORD record
ord-5a3ef3a756e545339e58484df6555918
Source dataset
uspto-grants-1999_07
Patent number
US05925661

Reaction notes

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