Formaldehyde → (2S,4R)-4-Hydroxy-1-methylpyrrolidine-2-carboxamide

HRID 2371392노트

반응식

HRID 2371392 반응식
[NH2:1][C:2]([C@@H:4]1[CH2:8][C@@H:7]([OH:9])[CH2:6][NH:5]1)=[O:3].[CH2:10]=O.[H][H]>C(O)(=O)C.O.[Pt]=O>[CH3:10][N:5]1[CH2:6][C@H:7]([OH:9])[CH2:8][C@H:4]1[C:2]([NH2:1])=[O:3]

참가 물질

7

반응물 3

HCID 712FormaldehydeHCID 2452255(2S,4R)-4-hydroxypyrrolidine-2-carboxamideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 10920632(2S,4R)-4-Hydroxy-1-methylpyrrolidine-2-carboxamide

시약·촉매·용매 3

HCID 82844Platinum oxide (PtO)촉매HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

To a solution of (2S,4R)-2-aminocarbonyl4-hydroxypyrrolidine (1.40 g) in acetic acid (12.4 ml) and water (6.8 ml), 37% aqueous formaldehyde solution (1.09 g) and platinum oxide (33 mg) were added, and the mixture was vigorously stirred at room temperature for 16 hours under an atmospheric pressure of hydrogen. The reaction mixture was filtered, followed by removal of the solvent. The residue was dissolved in isopropanol, and magnesium sulfate and potassium carbonate were added thereto. The resultant mixture was stirred at room temperature for 1 hour and filtered. After removal of the solvent, the residue was purified by silica gel column chromatography to give (2S,4R)-1-methyl-2-aminocarbonyl-4-hydroxypyrrolidine.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customfollowed by removal of the solvent
  3. dissolutionThe residue was dissolved in isopropanol
  4. additionmagnesium sulfate and potassium carbonate were added
  5. filtrationfiltered
  6. customAfter removal of the solvent
  7. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-5bec4cbc97da4e309f83b4ab3ecd7511
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05093328

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