Tetrahydrofuran → HCID 54244290、化合物

HRID 985986ノート

反応式

HRID 985986 の反応式
C(OC([NH:11][C@H:12]([C@H:15]([C@@H:17]([C@@H:19]([CH2:21][OH:22])[OH:20])[OH:18])[OH:16])[CH:13]=O)=O)C1C=CC=CC=1.[CH2:23]([NH2:37])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36].[O:38]1[CH2:42][CH2:41][CH2:40][CH2:39]1>CN(C)C=O>[CH2:23]([N:37]([CH:13]1[O:20][C@H:19]([CH2:21][OH:22])[C@@H:17]([OH:18])[C@H:15]([OH:16])[C@H:12]1[NH2:11])[C:39](=[O:38])[CH2:40][CH2:41][CH2:42][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH3:23])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 16217TetradecylamineHCID 228512932-{[(Benzyloxy)carbonyl]amino}-2-deoxy-D-glucose

生成物 1

HCID 54244290HCID 54244290、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

3.1 g of 2-(benzyloxycarbonylamino)-2-deoxy-D-glucose were dissolved in 40 ml of dimethylformamide, 3.2 g of tetradecylamine were added and the mixture was warmed at 80° C. for 4 hours, under a water pump vacuum. The mixture was cooled to room temperature, diluted with 50 ml of tetrahydrofuran and stirred in the presence of 5 ml of ion exchanger SC 108 (H+ form). The exchanger resin was filtered off and 1 g of sodium carbonate and 3.3 g of stearoyl chloride were added to the filtrate. After the mixture had been stirred for five hours, the solid constituents were filtered off and the filtrate was evaporated in vacuo. The resulting syrup was purified by column chromatography on silica gel (eluting agent methylene chloride/methanol=20:1).

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationThe exchanger resin was filtered off
  3. addition1 g of sodium carbonate and 3.3 g of stearoyl chloride were added to the filtrate
  4. filtrationthe solid constituents were filtered off
  5. customthe filtrate was evaporated in vacuo
  6. customThe resulting syrup was purified by column chromatography on silica gel (eluting agent methylene chloride/methanol=20:1)

出典と根拠

ORDレコード
ord-bcc17d8ce8cc4242bd3995bd095814ab
出典データセット
uspto-grants-1987_12
特許番号
US04710491

反応ノート

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