Imidazole → 4(r)-Benzyl-3-(2-iodomethyl-3-methylbutyryl)oxazolidin-2-one

HRID 1582035노트

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HRID 1582035 반응식
[I:1]I.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N1C=CN=C1.[CH2:27]([C@@H:34]1[CH2:38][O:37][C:36](=[O:39])[N:35]1[C:40](=[O:47])[C@@H:41]([CH2:45]O)[CH:42]([CH3:44])[CH3:43])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C1(C)C=CC=CC=1>[CH2:27]([C@@H:34]1[CH2:38][O:37][C:36](=[O:39])[N:35]1[C:40](=[O:47])[CH:41]([CH2:45][I:1])[CH:42]([CH3:44])[CH3:43])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 807IodineHCID 11776TriphenylphosphineHCID 228882854-(R)-Benzyl-3-(2-(R)-hydroxymethyl-3-methylbutyryl)oxazolidin-2one

생성물 1

HCID 228882814(r)-Benzyl-3-(2-iodomethyl-3-methylbutyryl)oxazolidin-2-one수율 91%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
80 °C

실험 절차

Iodine (42 g), triphenylphosphine (47 g) and imidazole (12 g) were added to a solution of 4-(R)-benzyl-3-(2-(R)-hydroxymethyl-3-methylbutanoyl)oxazolidin-2-one (45 g) in toluene (400 ml) and the mixture was heated to 80° C. for 1 h, then cooled and washed with water and saturated brine. The solvent was dried (Na2SO4) and evaporated and the residue filtered through silica (200 g) eluting with diethyl ether-hexane 1:1 to give the title compound as a yellow viscous oil (56.4 g).

후처리

  1. temperaturecooled
  2. washwashed with water and saturated brine
  3. dry with materialThe solvent was dried (Na2SO4)
  4. customevaporated
  5. filtrationthe residue filtered through silica (200 g)
  6. washeluting with diethyl ether-hexane 1:1

출처 및 근거

ORD 기록
ord-1c07431dd21c4d3793536de2bea76d69
출처 데이터셋
uspto-grants-2004_05
특허 번호
US06734189B2

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