HCID 178418361, compound → HCID 178465175, compound

HRID 1279185Notes

Reaction equation

HRID 1279185 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:7]([NH:9][C@H:10]([C:28]([N:30]1[CH2:39][CH2:38][CH2:37][C@H:31]1[C:32]([NH:34][CH2:35][CH3:36])=[O:33])=[O:29])[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[NH:27])[NH:16][S:17]([C:20]1[CH:26]=[CH:25][C:23]([CH3:24])=[CH:22][CH:21]=1)(=[O:19])=[O:18])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].[H][H]>CO.[Pd]>[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:28]([N:30]1[CH2:39][CH2:38][CH2:37][C@H:31]1[C:32]([NH:34][CH2:35][CH3:36])=[O:33])=[O:29])[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[NH:27])[NH:16][S:17]([C:20]1[CH:21]=[CH:22][C:23]([CH3:24])=[CH:25][CH:26]=1)(=[O:18])=[O:19])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178465173HCID 178465173, compound

Product 1

HCID 178465175HCID 178465175, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Z-Leu-Arg(Tos)-Pro-NHEt 20.99 g produced as in Example 1 (1-2) was dissolved in 200 mL of methanol, then hydrogen was passed to the solution in the presence of 1.5 g of 10% palladium/carbon. The mixture was stirred at room temperature for 7 hours, the catalyst was removed, then the filtrate was concentrated under reduced pressure. The residue was solidified by treatment with ether. Thus, H-Leu-Arg(Tos)-Pro-NHEt was obtained.

Workup

  1. customthe catalyst was removed
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-cb8ff842233440a2bfd6cb36987a2737
Source dataset
uspto-grants-2002_09
Patent number
US06448031B1

Reaction notes

Loading…