Z-Ser-Lys(Tos)-Glu-OH → H-Ser-Lys(Tos)-Glu-OH

HRID 1632406Notes

Reaction equation

HRID 1632406 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:5]([NH:7][C@H:8]([C:24]([NH:26][C@H:27]([C:33]([OH:35])=[O:34])[CH2:28][CH2:29][C:30](=[O:32])[OH:31])=[O:25])[CH2:9][CH2:10][CH2:11][CH2:12][NH:13][S:14]([C:17]1[CH:23]=[CH:22][C:20]([CH3:21])=[CH:19][CH:18]=1)(=[O:16])=[O:15])=[O:6])[CH2:3][OH:4]>CO.C(O)(=O)C.[Pd]>[NH2:1][C@H:2]([C:5]([NH:7][C@H:8]([C:24]([NH:26][C@H:27]([C:33]([OH:35])=[O:34])[CH2:28][CH2:29][C:30](=[O:31])[OH:32])=[O:25])[CH2:9][CH2:10][CH2:11][CH2:12][NH:13][S:14]([C:17]1[CH:23]=[CH:22][C:20]([CH3:21])=[CH:19][CH:18]=1)(=[O:15])=[O:16])=[O:6])[CH2:3][OH:4]

Participants

5

Reactant 1

HCID 131713859Z-Ser-Lys(Tos)-Glu-OH

Product 1

HCID 131713860H-Ser-Lys(Tos)-Glu-OH

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

4.03 Grams of Z-Ser-Lys(Tos)-Glu-OH was dissolved in a mixture of 60 ml of methanol with 40 ml of 10%-acetic acid and a small amount of palladium black was added and stirred overnight under introducing hydrogen gas. After completion of the reaction, the catalyst was removed by vacuum filtration, and the filtrate was distilled under a reduced pressure, then the residue was poured into water and was lyophilized to obtain the desired product.

Workup

  1. customAfter completion of the reaction
  2. customthe catalyst was removed by vacuum filtration
  3. distillationthe filtrate was distilled under a reduced pressure
  4. additionthe residue was poured into water

Sources & evidence

ORD record
ord-c1ff051c9bd04f329cf71a7ad8531c83
Source dataset
uspto-grants-1984_10
Patent number
US04474754

Reaction notes

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