Traboxopine → HCID 14555943, compound

HRID 1164786Notes

Reaction equation

HRID 1164786 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[O:6][CH2:7][O:8][C:9]3[CH:22]=[CH:21][CH:20]=[CH:19][C:10]=3[N:11]([CH2:12][CH:13]([CH3:18])[CH2:14][N:15]([CH3:17])[CH3:16])[C:4]=2[CH:3]=1.[C:25]([OH:34])(=[O:33])[C@@H:26]([C@H:28]([C:30]([OH:32])=[O:31])[OH:29])[OH:27]>O>[C:30]([C@@H:28]([C@H:26]([C:25]([OH:34])=[O:33])[OH:27])[OH:29])([OH:32])=[O:31].[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[O:6][CH2:7][O:8][C:9]3[CH:22]=[CH:21][CH:20]=[CH:19][C:10]=3[N:11]([CH2:12][CH:13]([CH3:18])[CH2:14][N:15]([CH3:17])[CH3:16])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 129812TraboxopineHCID 444305L-Tartaric acid

Product 1

HCID 14555943HCID 14555943, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

From the dichloromethane filtrate obtained in Example 3, section (A), the base is deliberated by the method of Example 1, section (B). To the residual syrup weighing 21.5 g, 9.3 g 0.063 moles of L(+)-tartaric acid are added in 85 CM3 of water. At first, a solution is obtained that is stirred for several hours. The (-)-base L(+)-tartrate precipitated is filtered, suspended in cold water, then filtered, suspended and filtered again. Thus, 17.5 g (70.0%) of (-)-2-chloro-12-(3-dimethylamino-2-methylpropyl)-12H-dibenzo[d,g][1,3,6]dioxazocine L(+)-tartrate are obtained, m.p.: 109°-114° C.

Workup

  1. customAt first, a solution is obtained
  2. customThe (-)-base L(+)-tartrate precipitated
  3. filtrationis filtered
  4. filtrationfiltered
  5. filtrationfiltered again

Sources & evidence

ORD record
ord-fce6a8337c934c9db4592a39aa34f74f
Source dataset
uspto-grants-1990_03
Patent number
US04906622

Reaction notes

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