Tetrahydrofuran → N-Octadecyl-N-(D-glucopyranosyl)-decylurethane

HRID 255873

反応式

HRID 255873 の反応式
[CH2:1]([NH:19][CH:20]1[O:28][C@H:27]([CH2:29][OH:30])[C@@H:25]([OH:26])[C@H:23]([OH:24])[C@H:21]1[OH:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:31](=[O:34])([O-])[O-:32].[Na+].[Na+].ClC(O[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])=O.O1CC[CH2:53][CH2:52]1>C(O)C>[CH2:1]([N:19]([CH:20]1[O:28][C@H:27]([CH2:29][OH:30])[C@@H:25]([OH:26])[C@H:23]([OH:24])[C@H:21]1[OH:22])[C:31]([O:32][CH:49]([CH2:48][CH2:47][CH2:46][CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:52][CH3:53])[CH3:50])=[O:34])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 10340Sodium CarbonateHCID 108727Decyl chloroformateHCID 13361749N-octadecylglucopyranosylamine

生成物 1

HCID 22837650N-Octadecyl-N-(D-glucopyranosyl)-decylurethane

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

9 g of the compound from Example 1 were suspended in 160 ml of tetrahydrofuran and 40 ml of ethanol, and 9 g of sodium carbonate were added. 5 g of decyl chloroformate, dissolved in 40 ml of tetrahydrofuran, are added dropwise to this suspension in the course of 20 minutes. When the reaction has ended, the batch is filtered and the residue on the filter is rinsed with tetrahydrofuran. The filtrate is combined with the wash solutions and evaporated in vacuo. The resulting syrup is purified by chromatography (mobile phase methylene chloride/methanol, 20:1)

後処理

  1. additionare added dropwise to this suspension in the course of 20 minutes
  2. filtrationthe batch is filtered
  3. washthe residue on the filter is rinsed with tetrahydrofuran
  4. customevaporated in vacuo
  5. customThe resulting syrup is purified by chromatography (mobile phase methylene chloride/methanol, 20:1)

出典と根拠

ORDレコード
ord-c8145c9bcd494f00b53d6e76f7372890
出典データセット
uspto-grants-1987_10
特許番号
US04699899

関連ノート

読み込み中…