Trimethylsilyldiazomethane → 1-Benzyl 3-methyl azetidine-1,3-dicarboxylate

HRID 747012노트

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HRID 747012 반응식
[CH2:1]([O:8][C:9]([N:11]1[CH2:14][CH:13]([C:15]([OH:17])=[O:16])[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:18][Si](C=[N+]=[N-])(C)C>CO.C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]([N:11]1[CH2:12][CH:13]([C:15]([O:17][CH3:18])=[O:16])[CH2:14]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 167693TrimethylsilyldiazomethaneHCID 109882141-[(Benzyloxy)carbonyl]azetidine-3-carboxylic acid

생성물 1

HCID 450725021-Benzyl 3-methyl azetidine-1,3-dicarboxylate수율 96%

시약·촉매·용매 2

HCID 887Methanol용매HCID 1140Toluene용매

실험 절차

1-Benzyloxycarbonyl-3-azetidinecarboxylic acid (from step (i); 9.3 g, 39.6 mmol) was dissolved in methanol (100 mL) and toluene (100 mL), and cooled to 0° C. A solution of 2M trimethylsilyldiazomethane in hexanes was then added dropwise until bubbling had ceased and the yellow colour persisted. Acetic acid was then added dropwise until the yellow colour disappeared. Concentration of the solution yielded the title compound as an oil (9.48 g, 38 mmol, 96%).

후처리

  1. customuntil bubbling
  2. additionAcetic acid was then added dropwise until the yellow colour

출처 및 근거

ORD 기록
ord-68ca3fb969cb4dfdae3d1b10b51885cb
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07393858B2

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