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

HRID 2301086노트

반응식

HRID 2301086 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-d141a53d123642d1aa871e96cf561a77
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06498251B1

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