Water → H-Lys(Tos)-Glu-OH

HRID 1632404Notes

Reaction equation

HRID 1632404 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:18]([NH:20][C@H:21]([C:34]([O:36]CC1C=CC=CC=1)=[O:35])[CH2:22][CH2:23][C:24](=[O:33])[O:25]CC1C=CC=CC=1)=[O:19])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][S:8]([C:11]1[CH:17]=[CH:16][C:14]([CH3:15])=[CH:13][CH:12]=1)(=[O:10])=[O:9].O>CO.C(O)(=O)C.[Pd]>[NH2:1][C@H:2]([C:18]([NH:20][C@H:21]([C:34]([OH:36])=[O:35])[CH2:22][CH2:23][C:24](=[O:25])[OH:33])=[O:19])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][S:8]([C:11]1[CH:17]=[CH:16][C:14]([CH3:15])=[CH:13][CH:12]=1)(=[O:9])=[O:10]

Participants

6

Reactant 2

HCID 962WaterHCID 131713857Z-Lys(Tos)-Glu(OBzl)-OBzl

Product 1

HCID 131713858H-Lys(Tos)-Glu-OH

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

5.21 Grams of Z-Lys(Tos)-Glu(OBzl)-OBzl was dissolved in a mixture of 80 ml of methanol with 20 ml of 10% acetic acid, and a small amount of palladium black was added thereto and stirred overnight under introducing hydrogen gas. After the reaction was completed, the catalyst was removed by vacuum filtration, and the filtrate was distilled under a reduced pressure to obtain the rresidue. To the residue was poured water and was lyophilized to obtain the desired product.

Workup

  1. customthe catalyst was removed by vacuum filtration
  2. distillationthe filtrate was distilled under a reduced pressure
  3. customto obtain the rresidue

Sources & evidence

ORD record
ord-bba23820127c4aa1ac628eba25942373
Source dataset
uspto-grants-1984_10
Patent number
US04474754

Reaction notes

Loading…