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Triacetoxyperiodinane → HCID 11988306, 화합물

HRID 2245245
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HRID 2245245 반응식
[F:1][C:2]([F:40])([F:39])[C:3]1[CH:4]=[C:5]([C@H:13]([O:15][C@H:16]2[CH2:21][CH2:20][C@H:19]([CH2:22][OH:23])[C@@H:18]([CH2:24][NH:25][C:26]3[CH2:30][CH2:29][C:28](=[O:31])[CH:27]=3)[C@@H:17]2[C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=2)[CH3:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[F:12][C:9]([F:11])([F:10])[C:7]1[CH:6]=[C:5]([C@H:13]([O:15][C@H:16]2[CH2:21][CH2:20][C@H:19]3[C@@H:18]([CH2:24][N:25]([C:26]4[CH2:30][CH2:29][C:28](=[O:31])[CH:27]=4)[CH:22]3[OH:23])[C@@H:17]2[C:32]2[CH:33]=[CH:34][C:35]([F:38])=[CH:36][CH:37]=2)[CH3:14])[CH:4]=[C:3]([C:2]([F:1])([F:39])[F:40])[CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 866281103-({[(1R,2R,3S,6S)-3-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-2-(4-fluorophenyl)-6-(hydroxymethyl)cyclohexyl]methyl}amino)cyclopent-2-en-1-one

생성물 1

HCID 11988306HCID 11988306, 화합물수율 40.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of the intermediate from Step O (20 mg, 0.0348 mmol) in 5 mL dichloromethane was added Dess-Martin periodinane (16 mg, 0.038 mmol) at room temperature. The mixture was stirred at room temperature for 0.5 hr. The solvent was removed under vacuum and the residue was purified by preparative TLC (9.5:5 dichloromethane: 2N NH3 in methanol) to give 8 mg of the title compound. 1H-NMR (CDCl3) δ: 7.71 (1H, s), 7.22 (2H, s), 7.03 (2H, m), 6.90 (2H, m), 5.30, 5.20 (1H, two doublets), 5.28 (1H, two singlets), 4.45 (1H, m), 3.35 (1H, m), 3.20 (1H, m), 3.00 (1H, m), 2.84 (1H, m), 2.55-2.30 (6H, m), 2.03 (1H, m), 1.80-1.85 (4H, m), 1.33 (3H, d, J=6.5 Hz). MS: (MH)+ 572.5.

후처리

  1. customThe solvent was removed under vacuum
  2. customthe residue was purified by preparative TLC (9.5:5 dichloromethane: 2N NH3 in methanol)

출처 및 근거

ORD 기록
ord-98993dcbd1174aec97096bcc90fef9ce
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07683068B2

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