L-Tartaric acid → HCID 86754286, compound

HRID 582787Notes

Reaction equation

HRID 582787 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:51]([OH:60])(=[O:59])[C@@H:52]([C@H:54]([C:56]([OH:58])=[O:57])[OH:55])[OH:53]>CCO.C(Cl)Cl>[C:56]([C@@H:54]([C@H:52]([C:51]([OH:60])=[O:59])[OH:53])[OH:55])([OH:58])=[O:57].[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 2

HCID 444305L-Tartaric acidHCID 5311451SR142948A

Product 1

HCID 86754286HCID 86754286, compoundYield 57.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 6344DichloromethaneSolvent

Procedure

A mixture of 0.1 g of the compound obtained in EXAMPLE 1' and 0.022 g of L(+)-tartaric acid in 1.5 ml of EtOH and 1.5 ml of DCM is heated to reflux, 8 ml of EtOH are then added and refluxing is continued for 5 minutes. After cooling to RT, the mixture is partially concentrated under vacuum and poured into 10 ml of ether, and the precipitate formed is drained. 0.07 g of the expected product is obtained after drying over P2O5, m.p.=154° C. (dec.).

Workup

  1. temperatureis heated
  2. temperatureto reflux
  3. temperaturerefluxing
  4. concentrationthe mixture is partially concentrated under vacuum
  5. additionpoured into 10 ml of ether
  6. customthe precipitate formed

Sources & evidence

ORD record
ord-052f1ddca3e543788223f2303a997a3a
Source dataset
uspto-grants-1999_07
Patent number
US05925661

Reaction notes

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