bis-Boc-L-Ornithyl-D-Homophenylalanine Benzyl ester → bis-Boc-L-Ornithyl-D-Homophenylalanine

HRID 1365888Notes

Reaction equation

HRID 1365888 reaction equation
C([O:8][C:9](=[O:42])[C@@H:10]([CH2:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[NH:11][C:12](=[O:33])[C@H:13]([CH2:29][CH2:30][CH2:31][NH2:32])[N:14]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])C1C=CC=CC=1.[H][H]>CO.[Pd]>[C:15]([N:14]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C@H:13]([C:12]([NH:11][C@@H:10]([C:9]([OH:42])=[O:8])[CH2:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=[O:33])[CH2:29][CH2:30][CH2:31][NH2:32])([O:17][C:18]([CH3:20])([CH3:19])[CH3:21])=[O:16]

Participants

5

Reactant 2

HCID 86602420bis-Boc-L-Ornithyl-D-Homophenylalanine Benzyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 86602421bis-Boc-L-Ornithyl-D-HomophenylalanineYield 104.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of NaNd-bis-Boc-L-Ornithyl-D-Homophenylalanine Benzyl ester (2.80 g, 4.80 mmol) in methanol (200 mL) was treated with 10% Pd/C catalyst (0:2 g) and stirred in the atmosphere of hydrogen at 25° C. for 3 hr. The catalyst was removed by filtration through Celite pad and the filtrate evaporated to dryness to give the title product (2.48 g).

Workup

  1. customThe catalyst was removed by filtration through Celite pad
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-46b23d3cd4cf4fd69f32be6c7e94a4ee
Source dataset
uspto-grants-2011_02
Patent number
US07893020B2

Reaction notes

Loading…