Tert-butyl 9-benzyl-7-oxo-3,9-diazabicyclo[3.3.1]nonane-3-carboxylate → 3-Boc-7-oxo-3,9-diazabicyclo[3.3.1]nonane

HRID 2354886노트

반응식

HRID 2354886 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:15][CH:14]2[N:16](CC3C=CC=CC=3)[CH:10]([CH2:11][C:12](=[O:24])[CH2:13]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[OH-].[Pd+2].[OH-]>[C:1]([O:5][C:6]([N:8]1[CH2:15][CH:14]2[NH:16][CH:10]([CH2:11][C:12](=[O:24])[CH2:13]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 2

HCID 59679479Tert-butyl 9-benzyl-7-oxo-3,9-diazabicyclo[3.3.1]nonane-3-carboxylateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 596794733-Boc-7-oxo-3,9-diazabicyclo[3.3.1]nonane수율 99.7%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매2회

실험 절차

9-Benzyl-7-oxo-3,9-diaza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester (16.6 g, 50.5 mmol) was dissolved in methanol (40 mL) and added to a suspension of palladium hydroxide (1 g) in methanol (10 mL) in a Parr bottle. The Parr bottle was filled with hydrogen (40 psi) and evacuated three times. The Parr bottle was refilled with hydrogen (40 psi) and shook for 48 h. The suspension was filtered through Celite and concentrated under vacuum to give 12.1 g (quantitative yield) of 7-oxo-3,9-diaza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester as a yellow oil. Retention time (min)=0.531, method [1], MS(ESI) 481.3 (2M+H).

후처리

  1. customevacuated three times
  2. additionThe Parr bottle was refilled with hydrogen (40 psi)
  3. filtrationThe suspension was filtered through Celite
  4. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-3c8deb837c6945e38224ab9f70a9e989
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07754712B2

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