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

HRID 2371392ノート

反応式

HRID 2371392 の反応式
[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]

参加物

7

反応物 3

HCID 712FormaldehydeHCID 2452255(2S,4R)-4-hydroxypyrrolidine-2-carboxamideHCID 178418361HCID 178418361、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 82844Platinum oxide (PtO)触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5bec4cbc97da4e309f83b4ab3ecd7511
出典データセット
uspto-grants-1992_03
特許番号
US05093328

反応ノート

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