HCID 14858832, compound → HCID 14858834, compound

HRID 1073983Notes

Reaction equation

HRID 1073983 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH:13][C@H:14]([C:16]([N:18]1[CH2:25][CH2:24][CH2:23][C@H:19]1[C:20]([OH:22])=[O:21])=[O:17])[CH3:15])(=[O:12])=[O:11])([O-])=O.[H][H]>C(O)C.[C].[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH:13][C@H:14]([C:16]([N:18]1[CH2:25][CH2:24][CH2:23][C@H:19]1[C:20]([OH:22])=[O:21])=[O:17])[CH3:15])(=[O:12])=[O:11]

Participants

5

Reactant 2

HCID 14858832HCID 14858832, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14858834HCID 14858834, compoundYield 56.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

N-o-nitrobenzenesulfonyl-L-alanyl-L-proline (1.51 g, 4.1 mmole) was dissolved in ethanol (10 ml) and hydrogen gas was passed through the solution in the presence of 5% palladium-carbon as a catalyst for 3 hours. The catalyst was separated by filtration and the solvent was distilled off under reduced pressure. The residue thus obtained was recrystallized from ethyl acetate, diethyl ether and petroleum ether to give N-o-aminobenzenesulfonyl-L-alanyl-L-proline (yield: 0.75 g, 56.9%).

Workup

  1. customThe catalyst was separated by filtration
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThe residue thus obtained
  4. customwas recrystallized from ethyl acetate, diethyl ether and petroleum ether

Sources & evidence

ORD record
ord-8c3bcb1d32e941a5b7c2e25aae19fbb9
Source dataset
uspto-grants-1990_11
Patent number
US04971993

Reaction notes

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