Borane;tetrahydrofuran → HCID 11994549, 화합물

HRID 1793815노트

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HRID 1793815 반응식
[O:1]=[C:2]1[N:10]([CH2:11][CH2:12][CH3:13])[C:9]2[N:8]=[C:7]([C:14]34[CH2:21][CH2:20][C:17]([C:22](O)=[O:23])([CH2:18][CH2:19]3)[CH2:16][CH2:15]4)[NH:6][C:5]=2[C:4](=[O:25])[NH:3]1.B.C1COCC1>C1COCC1>[OH:23][CH2:22][C:17]12[CH2:18][CH2:19][C:14]([C:7]3[NH:6][C:5]4[C:4](=[O:25])[NH:3][C:2](=[O:1])[N:10]([CH2:11][CH2:12][CH3:13])[C:9]=4[N:8]=3)([CH2:21][CH2:20]1)[CH2:15][CH2:16]2

참가 물질

4

반응물 2

HCID 2723981Borane;tetrahydrofuranHCID 22219469HCID 22219469, 화합물

생성물 1

HCID 11994549HCID 11994549, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

4-(2,6-Dioxo-3-propyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]octane-1-carboxylic acid (3.2 g, 9.25 mmol) was dissolved in 100 mL of anhydrous THF and cooled to 0° C. Borane-THF (1.0 M in THF, 18.5 mL, 2 eq) was added and the reaction mixture was stirred at 0° C. for 10 min, then warmed to rt and stirred for 48 h. The reaction mixture was then carefully quenched with 10 mL of MeOH and then concentrated under reduced pressure. The resulting residue was dissolved in 20 mL of MeOH and concentrated under reduced pressure. This treatment was repeated four more times to afford the desired alcohol.

후처리

  1. temperaturewarmed to rt
  2. stirringstirred for 48 h
  3. customThe reaction mixture was then carefully quenched with 10 mL of MeOH
  4. concentrationconcentrated under reduced pressure
  5. dissolutionThe resulting residue was dissolved in 20 mL of MeOH
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9a4d8910fc794479af27dce481dcfd23
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022686B2

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