N-(13-benzyloxycarbonyltridecanoyloxy)sulfosuccinimide sodium salt → HCID 86748066, compound

HRID 36394Notes

Reaction equation

HRID 36394 reaction equation
[Na:1].C([O:9][C:10]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][N:27]1[C:31](=[O:32])[CH2:30][CH:29]([S:33]([OH:36])(=[O:35])=[O:34])[C:28]1=[O:37])=[O:25])=[O:11])C1C=CC=CC=1>CN(C)C=O.[C].[Pd]>[Na:1].[C:10]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][N:27]1[C:31](=[O:32])[CH2:30][CH:29]([S:33]([OH:36])(=[O:35])=[O:34])[C:28]1=[O:37])=[O:25])([OH:11])=[O:9]

Participants

4

Reactant 1

HCID 86748065N-(13-benzyloxycarbonyltridecanoyloxy)sulfosuccinimide sodium salt

Product 1

HCID 86748066HCID 86748066, compoundYield 63%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 6228DimethylformamideSolvent

Procedure

In 1 ml of dimethylformamide was dissolved N-(13-benzyloxycarbonyltridecanoyloxy)sulfosuccinimide sodium salt (50 mg, 0.11 mmole). To the obtained solution, was added 5 mg of 10% palladium carbon and the mixture was stirred for 20 hours under an atmosphere of hydrogen. The reaction mixture was filtered and to the filtrate 30 ml of ethyl acetate was added. The mixture was stirred for 30 minutes and the solid that formed was collected by filtration and dried under reduced pressure to give N-(13-carboxytridecanoyloxy)sulfosuccinimide sodium salt (22 mg, 63%) having the following properties.

Workup

  1. filtrationThe reaction mixture was filtered and to the filtrate 30 ml of ethyl acetate
  2. additionwas added
  3. stirringThe mixture was stirred for 30 minutes
  4. customthe solid that formed
  5. filtrationwas collected by filtration
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-488cecc2e8424bacbc9180b3bab5905d
Source dataset
uspto-grants-1995_05
Patent number
US05414089

Reaction notes

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