반응식
Cl.[CH:2]1([C:6]([NH:8][CH:9]([CH2:15][SH:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=O)[CH2:5][CH2:4][CH2:3]1>C(O)C>[CH:2]1([C:6]2[S:16][CH:15]=[C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[N:8]=2)[CH2:5][CH2:4][CH2:3]1참가 물질
실험 절차
A solution of HCl (4M in 1,4-dioxane, 3.46 mL) was added to a solution of ethyl 2-(cyclobutanecarboxamido)-3-mercaptopropanoate (example 58, step a) (3.2 g) in ethanol (20 mL) and the resulting mixture stirred overnight. The solvent was evaporated and the residue azeotroped twice with toluene. The residue was redissolved in acetonitrile (50 mL), manganese dioxide (12 g) was added and the mixture heated at reflux overnight. The reaction was filtered through a pad of Celite which was then washed with MeCN (3×100 mL). The combined filtrate and washings were evaporated and the residue was purified by silica gel chromatography eluting with 9:1 isohexane:ethyl acetate. The fractions containing product were combined and evaporated to give the subtitled compound as a clear oil. Yield 0.48 g.
후처리
- customThe solvent was evaporated
- customthe residue azeotroped twice with toluene
- dissolutionThe residue was redissolved in acetonitrile (50 mL)
- additionmanganese dioxide (12 g) was added
- temperaturethe mixture heated
- temperatureat reflux overnight
- filtrationThe reaction was filtered through a pad of Celite which
- washwas then washed with MeCN (3×100 mL)
- customThe combined filtrate and washings were evaporated
- customthe residue was purified by silica gel chromatography
- washeluting with 9:1 isohexane
- additionThe fractions containing product
- customevaporated
출처 및 근거
- ORD 기록
- ord-de4b2a20c1dd4864b64ad01eace15f72
- 출처 데이터셋
- uspto-grants-2012_04
- 특허 번호
- US08148373B2
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