1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 10104781, 화합물

HRID 856159노트

반응식

HRID 856159 반응식
[Cl:1][C:2]1[N:3]([CH2:10][C@@:11]([OH:19])([CH3:18])[CH2:12]OS(C)(=O)=O)[CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1.C1CCN2C(=NCCC2)CC1>C(Cl)Cl>[Cl:1][C:2]1[N:3]([CH2:10][C@@:11]2([CH3:18])[CH2:12][O:19]2)[CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1

참가 물질

4

반응물 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 86604804HCID 86604804, 화합물

생성물 1

HCID 10104781HCID 10104781, 화합물수율 91.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(S)-2-Chloro-1-(2-hydroxy-2-methyl-3-methanesulfonyloxypropyl)-4-nitroimidazole prepared in Example 17 (3.02 g, 9.51 mmol) was dissolved in methylene chloride (30 ml). DBU (1.7 ml, 11.41 mmol) was added to the solution, and the resulting mixture was stirred at room temperature for 1.5 hours. The reaction mixture was washed with 3N hydrochloric acid (30 ml) and saturated saline solution (20 ml) in this order, dried over magnesium sulfate and then filtered. The filtrate was concentrated and the residue was purified by silica gel column chromatography (methylene chloride/ethyl acetate=20/1) to afford (S)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole (1.89 g, yield 91%) as a light yellow solid.

후처리

  1. washThe reaction mixture was washed with 3N hydrochloric acid (30 ml) and saturated saline solution (20 ml) in this order
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. customthe residue was purified by silica gel column chromatography (methylene chloride/ethyl acetate=20/1)

출처 및 근거

ORD 기록
ord-1b1dec345b224d8e8ffe10f050862707
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07262212B2

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