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Triethylamine → HCID 68862178, 화합물

HRID 1726007
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HRID 1726007 반응식
[NH2:1][CH2:2][CH2:3][C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].C(N([CH2:21][CH3:22])CC)C>ClCCl>[CH2:12]([O:11][C:9]([NH:1][CH2:2][CH2:3][C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[O:10])[C:22]1[CH:21]=[CH:8][CH:4]=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 8471TriethylamineHCID 7016511tert-butyl (2S)-2-(2-aminoethyl)pyrrolidine-1-carboxylate

생성물 1

HCID 68862178HCID 68862178, 화합물수율 177.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of Example 535B (560 mg, 2.62 mmol), benzyloxycarbonylsuccinimide ester (0.783 g, 3.93 mmol, and triethylamine (0.55 mL, 3.93 mmol) in 10 mL of dichloromethane was stirred overnight, concentrated, treated with ethyl acetate, washed with brine, 10% potassium hydrogen sulfate (3×), and brine (3×), dried (MgSO4), filtered, concentrated, and purified by silica gel column chromatography, eluting with 20% ethyl acetate in n-hexane to provide 0.81 g of the desired product. MS (ESI(+)) m/e 347 (M+H)+; 1H NMR (300 MHz, CDCl3) δ 7.28-7.39 (m, 5H), 7.23 (br, 1H), 5.00 (s, 2H), 3.62-3.74 (m, 1H), 3.19-3.29 (m, 2H), 2.92-3.05 (m, 2H), 1.73-1.91 (m, 5H), 1.54-1.62 (m, 1H), 1.38 (s, 9H).

후처리

  1. concentrationconcentrated
  2. additiontreated with ethyl acetate
  3. washwashed with brine, 10% potassium hydrogen sulfate (3×), and brine (3×)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. custompurified by silica gel column chromatography
  8. washeluting with 20% ethyl acetate in n-hexane

출처 및 근거

ORD 기록
ord-21503d547eeb4c65984d6100e9b5450b
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07491718B2

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