Sodium Hydroxide → 2-t-butoxycarbonyl-9-carboxymethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

HRID 2301086ノート

反応式

HRID 2301086 の反応式
[OH-].[Na+].[C:3]([O:7][C:8]([N:10]1[CH2:22][CH2:21][C:20]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]([CH2:23][C:24]([O:26]C)=[O:25])[C:12]=2[CH2:11]1)=[O:9])([CH3:6])([CH3:5])[CH3:4]>CO>[C:3]([O:7][C:8]([N:10]1[CH2:22][CH2:21][C:20]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]([CH2:23][C:24]([OH:26])=[O:25])[C:12]=2[CH2:11]1)=[O:9])([CH3:6])([CH3:4])[CH3:5]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 110784542-Tert-butoxycarbonyl-9-methoxycarbonylmethyl-1,2,3,4-tetrahydropyrido[3,4-b]indole

生成物 1

HCID 183773592-t-butoxycarbonyl-9-carboxymethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole収率 74.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Methanol (100 ml) and sodium hydroxide solution (1 N, 22 mmol) were added to 2-t-butoxycarbonyl-9-methoxycarbonylmethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (7.42 g, 21.5 mmol) and stirred at room temperature for 2 hours, the solvent was removed by evaporation under a reduced pressure, the thus obtained oily material was dissolved in ethyl acetate (100 ml) and then the ethyl acetate layer was washed with water, dried with anhydrous sodium sulfate and concentrated under a reduced pressure. The resulting residue was precipitated by adding diisopropyl ether (30 ml), thereby obtaining 5.29 g (16.0 mmol, 74.4% in yield) of 2-t-butoxycarbonyl-9-carboxymethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole.

後処理

  1. customthe solvent was removed by evaporation under a reduced pressure
  2. dissolutionthe thus obtained oily material was dissolved in ethyl acetate (100 ml)
  3. washthe ethyl acetate layer was washed with water
  4. dry with materialdried with anhydrous sodium sulfate
  5. concentrationconcentrated under a reduced pressure
  6. customThe resulting residue was precipitated
  7. additionby adding diisopropyl ether (30 ml)

出典と根拠

ORDレコード
ord-d141a53d123642d1aa871e96cf561a77
出典データセット
uspto-grants-2002_12
特許番号
US06498251B1

反応ノート

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