Z-Asn-Phe-NHNH-BOC → H-Asn-Phe-NH-NH-BOC

HRID 1076415Notes

Reaction equation

HRID 1076415 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:7]([NH:9][C@H:10]([C:18]([NH:20][NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[O:19])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:8])[CH2:3][C:4](=[O:6])[NH2:5]>CO.[Pd]>[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:18]([NH:20][NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[O:19])[CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[O:8])[CH2:3][C:4](=[O:6])[NH2:5]

Participants

4

Reactant 1

HCID 131710203Z-Asn-Phe-NHNH-BOC

Product 1

HCID 131710205H-Asn-Phe-NH-NH-BOC

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

28.75 g of the carbobenzoxy compound of 25, dissolved in 1 liter of methanol, are hydrogenated at room temperature in the presence of 2.9 g of 10 % strength palladium-charcoal. After complete decarbobenzoxylation the catalyst is filtered off and the filtrate is evaporated to dryness. The product melts at 160°- 161°C. Rf = 0.15 in chloroform-methanol (8:2).

Workup

  1. filtrationAfter complete decarbobenzoxylation the catalyst is filtered off
  2. customthe filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-8da146caeb004e359130499d26ed541a
Source dataset
uspto-grants-1976_05
Patent number
US03956260

Reaction notes

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