Dimethylphenylsilane → HCID 67178081, 화합물

HRID 885185노트

반응식

HRID 885185 반응식
[C:1]([O:5][C:6]([N:8]1[C@@H:12]([CH:13]=[CH2:14])[CH2:11][O:10][C:9]1([CH3:16])[CH3:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:17][SiH:18]([CH3:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>[Pt](=O)=O>[C:1]([O:5][C:6]([N:8]1[C@@H:12]([CH2:13][CH2:14][Si:18]([CH3:25])([CH3:17])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:11][O:10][C:9]1([CH3:16])[CH3:15])=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 13014DimethylphenylsilaneHCID 11020618tert-Butyl (4S)-4-ethenyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

생성물 1

HCID 67178081HCID 67178081, 화합물수율 95%

시약·촉매·용매 1

HCID 345198Adams' catalyst촉매

실험 절차

(S)-2,2-Dimethyl-4-vinyl-oxazolidine-3-carboxylic acid tert-butyl ester (750 mg; CAS 133625-87-3) was dissolved in dimethylphenylsilane (25 ml), platinum(IV)-oxide (187 mg) was added and the mixture was stirred overnight at room temperature. The catalyst was filtered off and the filtrate was evaporated in vacuo. The crude product was purified by column chromatography (SiO2; heptane/ethyl acetate=4:1) to give (S)-4-[2-(dimethyl-phenyl-silanyl)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (1.14 g, 95%) as colourless oil, which was used directly for the next step.

후처리

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated in vacuo
  3. customThe crude product was purified by column chromatography (SiO2; heptane/ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-81f48c3f5170471eb5bcaa7096355c14
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08242153B2

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