Ammonium Chloride → 9H-fluoren-9-ylmethyl (3S,5R)-3-hydroxymethyl-5-(3,4,5-trifluorophenyl)morpholine-4-carboxylate

HRID 553961노트

반응식

HRID 553961 반응식
Cl[C:2]([O:4][CH2:5][CH:6]1[C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2)=[O:3].[F:19][C:20]1[CH:21]=[C:22]([C@H:28]2[NH:33][C@@H:32]([CH2:34][OH:35])[CH2:31][O:30][CH2:29]2)[CH:23]=[C:24]([F:27])[C:25]=1[F:26].C(=O)(O)[O-].[Na+].[Cl-].[NH4+]>ClCCl>[OH:35][CH2:34][C@H:32]1[CH2:31][O:30][CH2:29][C@@H:28]([C:22]2[CH:21]=[C:20]([F:19])[C:25]([F:26])=[C:24]([F:27])[CH:23]=2)[N:33]1[C:2]([O:4][CH2:5][CH:6]1[C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2)=[O:3]

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 343679-Fluorenylmethyl chloroformateHCID 516892Sodium BicarbonateHCID 67373759[(3S,5R)-5-(3,4,5-trifluorophenyl)morpholin-3-yl]methanol

생성물 1

HCID 673732639H-fluoren-9-ylmethyl (3S,5R)-3-hydroxymethyl-5-(3,4,5-trifluorophenyl)morpholine-4-carboxylate수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

9-Fluorenylmethyl chloroformate (327 mg) was added to a mixed solution of [(3S,5R)-5-(3,4,5-trifluorophenyl)morpholin-3-yl]methanol (250 mg) in dichloromethane (5 mL) and a saturated sodium bicarbonate solution (5 mL), and the reaction solution was stirred at room temperature for six hours. Dichloromethane and a saturated ammonium chloride solution were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent: heptane->heptane:ethyl acetate=2:1) to obtain 470 mg of the title compound. The property values of the compound are as follows.

후처리

  1. customthe organic layer was separated
  2. dry with materialThe resulting organic layer was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel chromatography (elution solvent: heptane->heptane:ethyl acetate=2:1)

출처 및 근거

ORD 기록
ord-8bf7ad4ff91b48c19369939401fb287a
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08048878B2

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