Ethylmorpholine → HCID 15295998, compound

HRID 1490084Notes

Reaction equation

HRID 1490084 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][NH:12][CH2:13][C:14]([OH:16])=[O:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N1CCOCC1)C.[N:25]([CH:28]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:29]([O:31][CH3:32])=[O:30])=[C:26]=[O:27]>CN(C)C=O>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:13][C:14]([OH:16])=[O:15])[C:26]([NH:25][CH:28]([C:29]([O:31][CH3:32])=[O:30])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:27])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 7525EthylmorpholineHCID 2769482143676-63-5HCID 5074020HCID 5074020, compound

Product 1

HCID 15295998HCID 15295998, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

2.8 g (12 mmol) of (3-tert-butoxycarbonylaminopropyl)glycine and 1.4 g (12 mmol) of N-ethylmorpholine are dissolved in 300 ml of dimethylformamide. 2.3 g (12 mmol) of methyl α-isocyanatophenylacetate are added dropwise at 100° C. The mixture is stirred at 100° C. for 1 h, allowed to cool down to room temperature, concentrated and chromatographed on silica gel using ethyl acetate/methanol 8:2.

Workup

  1. temperatureto cool down to room temperature
  2. concentrationconcentrated
  3. customchromatographed on silica gel

Sources & evidence

ORD record
ord-e792c1953c19459bbe1d64b7a70fc59f
Source dataset
uspto-grants-1997_10
Patent number
US05681838

Reaction notes

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