3-amino-N-ethylpiperidine → 1-Octadecylcarbamoyl-2-methyl-3-(1-ethylpiperidin-3-yl)carbamoylglycerol

HRID 1493867Notes

Reaction equation

HRID 1493867 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][CH2:5][N:4]([CH2:8][CH3:9])[CH2:3]1.[CH2:10]([NH:28][C:29]([O:31][CH2:32][CH:33]([CH2:36][O:37][C:38](OC1C=CC=CC=1)=[O:39])[O:34][CH3:35])=[O:30])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>>[CH2:10]([NH:28][C:29]([O:31][CH2:32][CH:33]([CH2:36][O:37][C:38](=[O:39])[NH:1][CH:2]1[CH2:7][CH2:6][CH2:5][N:4]([CH2:8][CH3:9])[CH2:3]1)[O:34][CH3:35])=[O:30])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

3

Reactant 2

HCID 980943-amino-N-ethylpiperidineHCID 151012011-Octadecylcarbamoyl-2-methyl-3-phenoxycarbonylglycerol

Product 1

HCID 545651881-Octadecylcarbamoyl-2-methyl-3-(1-ethylpiperidin-3-yl)carbamoylglycerol

Conditions

Temperature
60 °C

Procedure

3-Amino-1-ethylpiperidine (1 ml) was added to 1.3 g of 1-octadecylcarbamoyl-2-methyl-3-phenoxycarbonylglycerol, and the reaction solution was heated at 60° C. for 1 hour and purified by silica gel chromatography [ethyl acetate-methanol (10:1)] to give 1.13 g of the objective compound as a milk-white solid.

Workup

  1. custompurified by silica gel chromatography [ethyl acetate-methanol (10:1)]

Sources & evidence

ORD record
ord-6f1e74cb3e364a17866e9f32432eaeba
Source dataset
uspto-grants-1991_06
Patent number
US05025005

Reaction notes

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