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Triethylamine → (3R,4R)-1-tert-butyl 3-ethyl 4-(benzyloxycarbonyl)piperidine-1,3-dicarboxylate

HRID 723474
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HRID 723474 반응식
N[C@@H:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][C@H:3]1[C:15]([O:17][CH2:18][CH3:19])=[O:16].C(N([CH2:25][CH3:26])CC)C>C(Cl)Cl>[CH2:11]([O:10][C:8]([C@@H:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][C@@H:3]1[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:9])[C:26]1[CH:25]=[CH:4][CH:3]=[CH:2][CH:7]=1
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참가 물질

4

반응물 2

HCID 8471TriethylamineHCID 58745614(3R,4R)-1-tert-butyl 3-ethyl 4-aminopiperidine-1,3-dicarboxylate

생성물 1

HCID 66952821(3R,4R)-1-tert-butyl 3-ethyl 4-(benzyloxycarbonyl)piperidine-1,3-dicarboxylate수율 188.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 252E (180 mg, 0.66 mmol) in CH2Cl2 (5 mL) was treated with benzyloxychloroformate (0.1 mL, 0.73 mmol) and triethylamine (0.12 mL, 0.86 mmol). The reaction was stirred at room temperature for 18 hours, diluted with CH2Cl2 (10 mL) and washed with water (2×10 mL), 0.1 N HCl (2×10 mL), saturated aqueous NaHCO3 (2×10 mL) and brine (1×10 mL). The organic layer was dried (Na2SO4), filtered and concentrated to give 243 mg (yield: 91%) of Compound 254A as an oil.

후처리

  1. washwashed with water (2×10 mL), 0.1 N HCl (2×10 mL), saturated aqueous NaHCO3 (2×10 mL) and brine (1×10 mL)
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-dc360af6e8cf437ea52755a44f1fd2bc
출처 데이터셋
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07141571B2

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