1,2-Dichloroethane → (1S,2S)-2-(3,6-dioxadecanoyl)amino-3-morpholino-1-phenyl-1-propanol

HRID 2186658

반응식

HRID 2186658 반응식
[C:1]([OH:12])(=O)[CH2:2][O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][CH2:9][CH3:10].C(N(CC)CC)C.C(Cl)CCl.[NH2:24][C@@H:25]([CH2:34][N:35]1[CH2:40][CH2:39][O:38][CH2:37][CH2:36]1)[C@H:26]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[OH:27]>C(Cl)Cl>[C:1]([NH:24][C@@H:25]([CH2:34][N:35]1[CH2:36][CH2:37][O:38][CH2:39][CH2:40]1)[C@H:26]([C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[OH:27])(=[O:12])[CH2:2][O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][CH2:9][CH3:10]

참가 물질

6

실험 절차

Methylene chloride (20 ml), 3,6-dioxadecanoic acid (705.0 mg, 4.0 mmol), triethylamine (1.40 ml, 10.0 mmol) and EDC (1.15 g, 6.0 mmol) were added to (1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol (944.0 mg, 4.0 mmol), followed by stirring overnight. Methylene chloride (100 ml) was added to the reaction solution. After washed with a saturated sodium hydrogen carbonate solution (50 ml), water (50 ml) and saturated brine (50 ml) successively, the organic layer was dried over sodium sulfate and filtered, and the solvent was evaporated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform:ethanol=30:1) to obtain the title compound (815 mg, yield 52%) as colorless oil.

후처리

  1. washAfter washed with a saturated sodium hydrogen carbonate solution (50 ml), water (50 ml) and saturated brine (50 ml) successively
  2. dry with materialthe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. customthe solvent was evaporated under reduced pressure
  5. customThe resulting crude product was purified by silica gel column chromatography (chloroform:ethanol=30:1)

출처 및 근거

ORD 기록
ord-aeb1c46d5f044cbaabe65c9af7f9dd9e
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06407064B2

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