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Triacetoxyperiodinane → 4-Acetylamino-5-oxo-azepane-1-carboxylic acid benzyl ester

HRID 400481
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인쇄 미리보기

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HRID 400481 반응식
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[CH2:23]([O:30][C:31]([N:33]1[CH2:39][CH2:38][CH:37]([OH:40])[CH:36]([NH:41][C:42](=[O:44])[CH3:43])[CH2:35][CH2:34]1)=[O:32])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>ClCCl>[CH2:23]([O:30][C:31]([N:33]1[CH2:39][CH2:38][C:37](=[O:40])[CH:36]([NH:41][C:42](=[O:44])[CH3:43])[CH2:35][CH2:34]1)=[O:32])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 866860804-Acetylamino-5-hydroxy-azepane-1-carboxylic acid benzyl ester

생성물 1

HCID 866860824-Acetylamino-5-oxo-azepane-1-carboxylic acid benzyl ester수율 89.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

11 g Dess Martin Periodane was added to 6.2 g 4-acetylamino-5-hydroxy-azepane-1-carboxylic acid benzyl ester in 100 mL dichloromethane and stirred for 1 h at RT. The mixture was diluted with dichloromethane and washed with 2 mol/L sodium hydroxide solution. The organic layere was washed with brine, dried and concentrated. The residue was purified by chromatographie on silica gel (EtOAc) to yield 5.5 g of the desired product. (M+H)+: 305

후처리

  1. washwashed with 2 mol/L sodium hydroxide solution
  2. washThe organic layere was washed with brine
  3. customdried
  4. concentrationconcentrated
  5. customThe residue was purified by chromatographie on silica gel (EtOAc)

출처 및 근거

ORD 기록
ord-943b6b5ca128481e8dbe7f3658a8f694
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08741892B2

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