Formaldehyde → N-Methyl-1-Deoxynojirimycin

HRID 1759245노트

반응식

HRID 1759245 반응식
[CH2:1]([OH:12])[C@H:2]1[NH:7][CH:6](O)[C@H:5]([OH:9])[C@@H:4]([OH:10])[C@@H:3]1[OH:11].[CH2:13]=O.[H][H]>O.[Ni]>[CH3:13][N:7]1[C@H:2]([CH2:1][OH:12])[C@@H:3]([OH:11])[C@H:4]([OH:10])[C@@H:5]([OH:9])[CH2:6]1

참가 물질

6

반응물 3

HCID 712FormaldehydeHCID 65242(3R,4S,5R,6R)-6-(Hydroxymethyl)-2,3,4,5-piperidinetetrolHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 92381N-Methyl-1-Deoxynojirimycin

시약·촉매·용매 2

HCID 935Nickel촉매HCID 962Water용매

실험 절차

179 mg of nojirimycin is dissolved in 20 ml of water, followed by adding 1 ml of formalin, adding about 0.5 ml of Raney nickel catalyst and stirring in a hydrogen stream, at ordinary temperature, under atmospheric pressure, for 3 hours. After completion of the reaction, the catalyst is separated by filtration; the resulting filtrate is passed through a column containing about 100 ml of Dowex 50 W×4 (H); and after washing the column, the resulting adsorbed substances are eluted with 1% aqueous ammonia. The resulting elute is brought to dryness under reduced pressure, and the remaining colorless crystal is recrystallized from ethanol to obtain N-methyl moranoline.

후처리

  1. customAfter completion of the reaction
  2. customthe catalyst is separated by filtration
  3. additioncontaining about 100 ml of Dowex 50 W×4 (H)
  4. washand after washing the column
  5. washthe resulting adsorbed substances are eluted with 1% aqueous ammonia
  6. washThe resulting elute
  7. customthe remaining colorless crystal is recrystallized from ethanol

출처 및 근거

ORD 기록
ord-d48cb27fd2fb48e59a0205cc8a3b8c42
출처 데이터셋
uspto-grants-1982_07
특허 번호
US04339585

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