Acetic Acid → HCID 178427451, compound

HRID 1632408Notes

Reaction equation

HRID 1632408 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:13]([NH:15][C@H:16]([C:19]([NH:21][C@H:22]([C:38]([NH:40][C@H:41]([C:47]([OH:49])=[O:48])[CH2:42][CH2:43][C:44](=[O:46])[OH:45])=[O:39])[CH2:23][CH2:24][CH2:25][CH2:26][NH:27][S:28]([C:31]1[CH:37]=[CH:36][C:34]([CH3:35])=[CH:33][CH:32]=1)(=[O:30])=[O:29])=[O:20])[CH2:17][OH:18])=[O:14])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:12])[NH:8][N+]([O-])=O.C(O)(=O)C>CO.O.[Pd]>[NH2:1][C@H:2]([C:13]([NH:15][C@H:16]([C:19]([NH:21][C@H:22]([C:38]([NH:40][C@H:41]([C:47]([OH:49])=[O:48])[CH2:42][CH2:43][C:44](=[O:45])[OH:46])=[O:39])[CH2:23][CH2:24][CH2:25][CH2:26][NH:27][S:28]([C:31]1[CH:32]=[CH:33][C:34]([CH3:35])=[CH:36][CH:37]=1)(=[O:30])=[O:29])=[O:20])[CH2:17][OH:18])=[O:14])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:8])[NH2:12]

Participants

6

Reactant 2

HCID 176Acetic AcidHCID 178427450HCID 178427450, compound

Product 1

HCID 178427451HCID 178427451, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

2.00 Grams of Z-Arg(NO2)-Ser-Lys(Tos)-Glu-OH was suspended in a mixture of 30 ml of methanol with 30 ml of 50%-acetic acid and a small amount of palladium black was added thereto and the mixture was stirred for 36 hours under introducing hydrogen gas. After the reaction was completed, the catalyst was removed by filtration in vacuo, and the filtrate was distilled under a reduced pressure to obtain residue, then the residue was poured into water and was lyophilized. In 18 hours after the lyophilization, the lyophilized product was dissolved in water, then again the solution was lyophilized to obtain the desired product.

Workup

  1. customthe catalyst was removed by filtration in vacuo
  2. distillationthe filtrate was distilled under a reduced pressure
  3. customto obtain residue
  4. waitIn 18 hours after the lyophilization

Sources & evidence

ORD record
ord-97e679c6052a4f6c96f01cec5fcd6c5e
Source dataset
uspto-grants-1984_10
Patent number
US04474754

Reaction notes

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