Triacetoxyperiodinane → HCID 86636648, 화합물

HRID 1361324노트

반응식

HRID 1361324 반응식
[C:1]([N:8]1[CH2:12][CH2:11][C@H:10]([N:13]([CH:22]2[CH2:27][CH2:26][C:25]([CH3:29])([CH3:28])[CH2:24][CH2:23]2)[C:14](=[O:21])[C:15]([CH3:20])([CH3:19])[CH:16]([OH:18])[CH3:17])[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[C:1]([N:8]1[CH2:12][CH2:11][C@H:10]([N:13]([CH:22]2[CH2:27][CH2:26][C:25]([CH3:29])([CH3:28])[CH2:24][CH2:23]2)[C:14](=[O:21])[C:15]([CH3:19])([CH3:20])[C:16](=[O:18])[CH3:17])[CH2:9]1)([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2]

참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 66971107HCID 66971107, 화합물

생성물 1

HCID 86636648HCID 86636648, 화합물수율 90%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (3S)-1-Boc-3-[(4,4-dimethylcyclohexyl)(3-hydroxy-2,2-dimethylbutanoyl)amino]pyrrolidine (150 mg, 0.36 mmol) prepared in Step A of Example C4 in DCM was added Dess-Martin periodinane (230 mg, 0.54 mmol), and stirred at rt for 2 h. After the reaction finished, the solvent was concentrated in vacuo, sodium thiosulfate aqueous solution and EtOAc were added and stirred at rt for 30 min, and extracted with EtOAc. The organic layer was dried over MgSO4, concentrated in vacuo at rt, and purified by column chromatography (eluent: EtOAc/Hex=1/3) to give the title compound (132 mg, 90%).

후처리

  1. concentrationthe solvent was concentrated in vacuo, sodium thiosulfate aqueous solution and EtOAc
  2. additionwere added
  3. stirringstirred at rt for 30 min
  4. extractionextracted with EtOAc
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated in vacuo at rt
  7. custompurified by column chromatography (eluent: EtOAc/Hex=1/3)

출처 및 근거

ORD 기록
ord-a9cebe4eaf4d4e46a632473e15e2b72e
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879852B2

반응 노트

불러오는 중…