Tetrahydrofuran → HCID 54244290, 화합물

HRID 985986노트

반응식

HRID 985986 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 54244290HCID 54244290, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-bcc17d8ce8cc4242bd3995bd095814ab
출처 데이터셋
uspto-grants-1987_12
특허 번호
US04710491

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