Diethyl Ether → HCID 178429586, compound

HRID 2058120Notes

Reaction equation

HRID 2058120 reaction equation
[ClH:1].C([NH:12][CH2:13][C:14]([NH:16][C@H:17]([C:25]([NH:27][C:28]1[CH:37]=[C:36]2[C:31]([C:32]([CH3:39])=[CH:33][C:34](=[O:38])[O:35]2)=[CH:30][CH:29]=1)=[O:26])[CH2:18][CH2:19][CH2:20][NH:21][C:22](=[NH:24])[NH2:23])=[O:15])(OCC1C=CC=CC=1)=O.[H][H].CCOCC>CO.[C].[Pd]>[ClH:1].[NH2:12][CH2:13][C:14]([NH:16][C@H:17]([C:25]([NH:27][C:28]1[CH:37]=[C:36]2[C:31]([C:32]([CH3:39])=[CH:33][C:34](=[O:38])[O:35]2)=[CH:30][CH:29]=1)=[O:26])[CH2:18][CH2:19][CH2:20][NH:21][C:22](=[NH:23])[NH2:24])=[O:15]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 178418361HCID 178418361, compoundHCID 178429590HCID 178429590, compound

Product 1

HCID 178429586HCID 178429586, compoundYield 94.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

7-(Nα -carbobenzoxyglycyl-L-arginyl)amino-4-methylcoumarin hydrochloric acid salt (559 mg, 1 mM) was dissolved in methyl alcohol (50 ml) and palladium-carbon catalyst (50 mg) was added thereto. This mixture was stirred while being treated with hydrogen gas for 3 hours. The catalyst was removed by filtration and the thus obtained filtrate was concentrated to yield solid material. To the residue ether (50 ml) was added to yield a powder. The powder was separated by filtration and dried to give 7-(glycyl-L-arginyl)amino-4-methylcoumarin hydrochloric acid salt [II] (400 mg).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe thus obtained filtrate was concentrated
  3. customto yield solid material
  4. customto yield a powder
  5. customThe powder was separated by filtration
  6. customdried

Sources & evidence

ORD record
ord-7749322a0ca04c60b33b60560580f2e0
Source dataset
uspto-grants-1980_07
Patent number
US04215047

Reaction notes

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