12-Oxa-2,6,10-triazatetradecanoic acid, 6-[(1,1-dimethylethoxy)carbonyl]-13,13-dimethyl-11-oxo-2-[2-(2-pyridinyl)ethyl]-10-propyl-, 1,1-dimethylethyl ester → HCID 18940747, compound

HRID 356074Notes

Reaction equation

HRID 356074 reaction equation
[CH2:1]([N:4]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:5][CH2:6][CH2:7][N:8]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:9][CH2:10][CH2:11][N:12]([CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1)[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:2][CH3:3]>CO>[CH2:1]([N:4]([C:35]([O:37][C:38]([CH3:39])([CH3:41])[CH3:40])=[O:36])[CH2:5][CH2:6][CH2:7][N:8]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:9][CH2:10][CH2:11][N:12]([CH2:20][CH2:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][NH:23]1)[C:13]([O:15][C:16]([CH3:18])([CH3:17])[CH3:19])=[O:14])[CH2:2][CH3:3]

Participants

3

Reactant 1

HCID 1894073812-Oxa-2,6,10-triazatetradecanoic acid, 6-[(1,1-dimethylethoxy)carbonyl]-13,13-dimethyl-11-oxo-2-[2-(2-pyridinyl)ethyl]-10-propyl-, 1,1-dimethylethyl ester

Product 1

HCID 18940747HCID 18940747, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2.084 g (3.6 mmol) of 1-propyl-9-[2-(2-pyridyl)-ethyl]-1,5,9-tri-BOC-1,5,9-triazanonane, 20 ml of methanol and 0.2 g of pre-hydrogenated rhodium oxide/platinum oxide (Nishimura catalyst) is hydrogenated at room temperature and under normal pressure until the absorption of hydrogen has ceased. After filtration and washing the catalyst with methanol, the filtrate is concentrated by evaporation in vacuo, yielding the title compound in the form of a colorless resin, Rf value=0.51 (silica gel/tert-butyl methyl ether).

Workup

  1. customis hydrogenated at room temperature and under normal pressure until the absorption of hydrogen
  2. filtrationAfter filtration
  3. washwashing the catalyst with methanol
  4. concentrationthe filtrate is concentrated by evaporation in vacuo

Sources & evidence

ORD record
ord-534597d2b48f4ba9a9c10fd31bdf0d79
Source dataset
uspto-grants-1998_11
Patent number
US05834486

Reaction notes

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