Dodecylamine → N-(D-Glucopyranosyl)dodecylamine

HRID 649056Notes

Reaction equation

HRID 649056 reaction equation
O=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[CH2:13]([NH2:25])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]>C(O)C>[CH:2]1([CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][NH2:25])[O:10][C@H:9]([CH2:11][OH:12])[C@@H:7]([OH:8])[C@H:5]([OH:6])[C@H:3]1[OH:4]

Participants

4

Reactant 2

HCID 13583DodecylamineHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 86742093N-(D-Glucopyranosyl)dodecylamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

18 g of D-glucose are stirred in 50 ml of ethanol at 70° C., 18.5 g of dodecylamine are then added, heating is continued until the solution is clear, the mixture is left to cool to room temperature and the precipitated crystals are filtered off with suction for a further 20 hours. They are washed with ethanol and ether and dried in vacuo.

Workup

  1. temperatureheating
  2. waitthe mixture is left
  3. filtrationthe precipitated crystals are filtered off with suction for a further 20 hours
  4. washThey are washed with ethanol and ether
  5. customdried in vacuo

Sources & evidence

ORD record
ord-ebd01c6aa11a4317bd2c5bf35713eb5d
Source dataset
uspto-grants-1988_04
Patent number
US04737488

Reaction notes

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