HCID 178418361, compound → HCID 178422005, compound

HRID 259244Notes

Reaction equation

HRID 259244 reaction equation
C([O:8][C:9](=[O:47])[CH2:10][N:11]([C:18](=[O:46])[C@H:19]([CH2:39][CH2:40][CH2:41][NH:42][C:43](=[NH:45])[NH2:44])[N:20]([N+:36]([O-])=O)[S:21]([C:24]1[C:33]2[C:28](=[CH:29][C:30]([CH3:35])=[C:31]([CH3:34])[CH:32]=2)[CH:27]=[CH:26][CH:25]=1)(=[O:23])=[O:22])[CH2:12][CH:13]1[O:17][CH2:16][CH2:15][CH2:14]1)C1C=CC=CC=1.[H][H]>C(O)(C)(C)C.C(O)(=O)C.[Pd]>[N:20]#[N:36].[CH3:35][C:30]1[CH:29]=[C:28]2[C:33](=[CH:32][C:31]=1[CH3:34])[C:24]([S:21]([NH:20][C@H:19]([C:18]([N:11]([CH2:12][CH:13]1[O:17][CH2:16][CH2:15][CH2:14]1)[CH2:10][C:9]([OH:47])=[O:8])=[O:46])[CH2:39][CH2:40][CH2:41][NH:42][C:43](=[NH:44])[NH2:45])(=[O:23])=[O:22])=[CH:25][CH:26]=[CH:27]2

Participants

6

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178422004HCID 178422004, compound

Product 1

HCID 178422005HCID 178422005, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 6386tert-ButanolSolvent

Procedure

To a solution of 1.2 g of NG -nitro-N2 -(6,7-dimethyl-1-naphthalenesulfonyl)-L-arginyl-N-tetrahydrofurfurylglycine benzyl ester in 20 ml of tert-butanol and 5 ml of acetic acid, was added 0.2 g of palladium black and then the mixture was shaken in a hydrogen atmosphere for 20 hours at room temperature. The solution was filtered to remove the catalyst and evaporated to give an oily product. Reprecipitation with ethanol-diethyl ether gave 0.8 g of N2 -(6,7-dimethyl-1-naphthalenesulfonyl)-L-arginyl-N-tetrahydrofurfurylglycine.

Workup

  1. filtrationThe solution was filtered
  2. customto remove the catalyst
  3. customevaporated
  4. customto give an oily product
  5. customReprecipitation with ethanol-diethyl ether

Sources & evidence

ORD record
ord-b827dbaa1a004c28909f183d032cd713
Source dataset
uspto-grants-1977_07
Patent number
US04036955

Reaction notes

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