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

HRID 1005850노트

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HRID 1005850 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-8902570302034016bc8f96b1d09ab113
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06787536B2

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