Methyl iodide → 1-t-Butoxycarbonyl-3-methoxy-4-phenylaminopyrrolidine

HRID 2293993

反応式

HRID 2293993 の反応式
[H-].[Na+].[CH3:3]I.[C:5]([O:9][C:10]([N:12]1[CH2:16][CH:15]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:14]([OH:24])[CH2:13]1)=[O:11])([CH3:8])([CH3:7])[CH3:6]>O1CCCC1>[C:5]([O:9][C:10]([N:12]1[CH2:16][CH:15]([NH:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:14]([O:24][CH3:3])[CH2:13]1)=[O:11])([CH3:8])([CH3:6])[CH3:7]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 214733471-t-Butoxycarbonyl-3-hydroxy-4-phenylaminopyrrolidine

生成物 1

HCID 214733421-t-Butoxycarbonyl-3-methoxy-4-phenylaminopyrrolidine収率 79.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To 10 ml of anhydrous tetrahydrofuran was added 0.34 g (0.0085 mole) of a 60% sodium hydride-mineral oil, and while stirring the mixture at 45° to 50° C., 1.21 g (0.0085 mole) of methyl iodide was added thereto. To the mixture was added dropwise a solution of 2.37 g of 1-t-butoxycarbonyl-3-hydroxy-4-phenylaminopyrrolidine obtained in Reference example 17 (1) dissolved in 10 ml of anhydrous tetrahydrofuran, and the mixture was further stirred at the same temperature for 1 hour. After the mixture was cooled to room temperature, the solvent was removed under reduced pressure, and the residue was spplied to silica gel column chromatography (the eluent used was a mixture of methyl acetate:toluene=1:4) to obtain 1.98 g of 1-t-butoxycarbonyl-3-methoxy-4-phenylaminopyrrolidine as white crystals.

後処理

  1. stirringthe mixture was further stirred at the same temperature for 1 hour
  2. customthe solvent was removed under reduced pressure
  3. additiona mixture of methyl acetate

出典と根拠

ORDレコード
ord-129d6f1597b949afadd318cc15dba1d1
出典データセット
uspto-grants-1997_11
特許番号
US05688791

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