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

HRID 255873

반응식

HRID 255873 반응식
[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]

참가 물질

6

반응물 4

HCID 8028Tetrahydrofuran2회HCID 10340Sodium CarbonateHCID 108727Decyl chloroformateHCID 13361749N-octadecylglucopyranosylamine

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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)

후처리

  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)

출처 및 근거

ORD 기록
ord-c8145c9bcd494f00b53d6e76f7372890
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04699899

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