Ethanol → HCID 13230948, compound

HRID 985969Notes

Reaction equation

HRID 985969 reaction equation
[C:1]([NH:4][C@@H:5]1[C@@H:11]([OH:12])[C@H:10]([OH:13])[C@@H:9]([CH2:14][OH:15])[O:8][CH:6]1O)(=[O:3])[CH3:2].[CH2:16]([NH2:34])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33].[CH2:35]([OH:37])[CH3:36]>>[C:1]([NH:4][C@@H:5]1[C@@H:11]([OH:12])[C@H:10]([OH:13])[C@@H:9]([CH2:14][OH:15])[O:8][CH:6]1[N:34]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[C:35](=[O:37])[CH2:36][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]/[CH:22]=[CH:23]\[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 702EthanolHCID 15793OctadecylamineHCID 439174N-Acetyl-D-Glucosamine

Product 1

HCID 13230948HCID 13230948, compound

Procedure

15 g of N-acetyl-D-glucosamine and 18.8 g of octadecylamine were heated at 80° C. in 50 ml of ethanol for 3 hours, with stirring. The undissolved material was then filtered off hot, the filtrate was cooled and the product which had precipitated was filtered off with suction and washed with ethanol and ether.2.2 g of the 2-acetamido-2-deoxy-N-octadecyl-glucopyranosylamine thus obtained were stirred in 17 ml of THF with 2 g of sodium carbonate. 1.45 g of oleoy) chloride in 5 ml of THF were then added dropwise.

Workup

  1. filtrationThe undissolved material was then filtered off hot
  2. temperaturethe filtrate was cooled
  3. customthe product which had precipitated
  4. filtrationwas filtered off with suction
  5. washwashed with ethanol and ether

Sources & evidence

ORD record
ord-da829ac2acf84d8a896de32c9c7d83bc
Source dataset
uspto-grants-1987_12
Patent number
US04710491

Reaction notes

Loading…