Dodecanoyl chloride → N-Glucopyranosyl-N-octadecyldodecanamide

HRID 255871

反応式

HRID 255871 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(=O)([O-])[O-].[Na+].[Na+].[C:37](Cl)(=[O:49])[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48]>O1CCCC1.C1(C)C=CC=CC=1.C(O)(C)C>[CH:20]1([N:19]([CH2:1][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:37](=[O:49])[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[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]

参加物

6

反応物 3

HCID 8166Dodecanoyl chlorideHCID 10340Sodium CarbonateHCID 13361749N-octadecylglucopyranosylamine

生成物 1

HCID 13230937N-Glucopyranosyl-N-octadecyldodecanamide

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 21881414Toluene isopropyl alcohol溶媒

実験手順

10 g of the compound from Example 1 are suspended in 20 ml of tetrahydrofuran and, after addition of 10 g of sodium carbonate, 10 g of dodecanoyl chloride in 10 ml of tetrahydrofuran are added dropwise. When the reaction has ended (control by thin layer chromatography on silica gel 60 in toluene/isopropanol 6:1), the solid is filtered off, the filtrate is evaporated to a syrup in vacuo and the crude product is purified by column chromatography on silica gel 60 with the eluting agent toluene/isopropanol 10:1.

後処理

  1. additionare added dropwise
  2. filtrationthe solid is filtered off
  3. customthe filtrate is evaporated to a syrup in vacuo
  4. customthe crude product is purified by column chromatography on silica gel 60 with the eluting agent toluene/isopropanol 10:1

出典と根拠

ORDレコード
ord-9b99041dae9b45e0ada6eef86d67abec
出典データセット
uspto-grants-1987_10
特許番号
US04699899

関連ノート

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