tert-Butyl ((1-benzhydrylazetidin-3-yl)methyl)carbamate → tert-butyl N-(azetidin-3-ylmethyl)carbamate

HRID 870

반응식

HRID 870 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][CH:10]1[CH2:13][N:12](C(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6]([NH:8][CH2:9][CH:10]1[CH2:11][NH:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 1

HCID 22257620tert-Butyl ((1-benzhydrylazetidin-3-yl)methyl)carbamate

생성물 1

HCID 15346872tert-butyl N-(azetidin-3-ylmethyl)carbamate수율 67.1%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

실험 절차

3.4 g (9.6 mmol) of 3-(N-tert-butyloxycarbonylaminomethyl)-1-benzhydryl azetidine was dissolved in 170 mL MeOH and hydrogenated over 0.30 g Pd(OH)2 at 5 MPa over night. The catalyst was filtered off and the solvent evaporated. The crude product was purified by flash chromatography using MeOH/CH2Cl2, 1/9, followed by MeOH (saturated with NH3 (g))/CH2Cl2, 1/9, as eluent to yield 1.2 g (67%) of the title compound.

후처리

  1. filtrationThe catalyst was filtered off
  2. customthe solvent evaporated
  3. customThe crude product was purified by flash chromatography

출처 및 근거

ORD 기록
ord-ecbc4c566e744d9b960cfaf350b242df
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723444

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