HCID 131709963, compound → H-Gly-Asn-Leu-OMe

HRID 1580864Notes

Reaction equation

HRID 1580864 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[CH2:2][C:3]([NH:5][C@H:6]([C:11]([NH:13][C@H:14]([C:19]([O:21][CH3:22])=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17])=[O:12])[CH2:7][C:8](=[O:10])[NH2:9])=[O:4]>CO.[Pd]>[NH2:1][CH2:2][C:3]([NH:5][C@H:6]([C:11]([NH:13][C@H:14]([C:19]([O:21][CH3:22])=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17])=[O:12])[CH2:7][C:8](=[O:10])[NH2:9])=[O:4]

Participants

4

Reactant 1

HCID 131709963HCID 131709963, compound

Product 1

HCID 131709962H-Gly-Asn-Leu-OMeYield 83.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.3 g of Z-Gly-Asn-Leu-OMe are dissolved in 100 ml of methanol with warming and the solution, after having cooled to room temperature, is hydrogenated in the presence of 0.3 g of palladium on charcoal (10 % Pd). After completion of the hydrogen uptake the catalyst is filtered off and the filtrate evaporated to dryness. 760 mg of H-Gly-Asn-Leu-OMe are hereby obtained in an amorphous form.

Workup

  1. temperaturewith warming
  2. filtrationAfter completion of the hydrogen uptake the catalyst is filtered off
  3. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-68077beb9b2e422a8e1efdbf3a5d8c34
Source dataset
uspto-grants-1976_01
Patent number
US03934008

Reaction notes

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