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Sodium periodate → 2-(3-Phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[2,1-d]thiazole-7-carbaldehyde

HRID 1506485
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HRID 1506485 반응식
[C:1]1([C:7]2[C:11]([C:12]([F:15])([F:14])[F:13])=[C:10]([C:16]3[S:17][C:18]4[C:28]5[C:23](=[CH:24][C:25]([CH:29]([OH:32])CO)=[CH:26][CH:27]=5)[CH2:22][CH2:21][C:19]=4[N:20]=3)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.I([O-])(=O)(=O)=O.[Na+]>C1COCC1.O>[C:1]1([C:7]2[C:11]([C:12]([F:15])([F:14])[F:13])=[C:10]([C:16]3[S:17][C:18]4[C:28]5[C:23](=[CH:24][C:25]([CH:29]=[O:32])=[CH:26][CH:27]=5)[CH2:22][CH2:21][C:19]=4[N:20]=3)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 23667635Sodium periodateHCID 671707831-(2-(3-Phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[2,1-d]thiazol-7-yl)ethane-1,2-diol

생성물 1

HCID 866699012-(3-Phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[2,1-d]thiazole-7-carbaldehyde

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To 1-(2-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,5-dihydronaphtho[2,1-d]thiazol-7-yl)ethane-1,2-diol (Example 83, 0.233 g, 0.508 mmol) in THF (3 mL) was added sodium periodate (0.163 g, 0.762 mmol) in 2 mL of water over a period of 2 min. at room temperature and the contents stirred at room temperature for 30 min. The reaction mixture was partitioned between EtOAc (60 mL) and water (20 mL). The EtOAc layer was concentrated, the yellow solid that was obtained was azeotroped with acetonitrile (20 mL), dried under a high vacuum. Yield: (183 mgs, 83%); LC/MS M+1=427.

후처리

  1. customThe reaction mixture was partitioned between EtOAc (60 mL) and water (20 mL)
  2. concentrationThe EtOAc layer was concentrated
  3. customthe yellow solid that was obtained
  4. customwas azeotroped with acetonitrile (20 mL)
  5. customdried under a high vacuum

출처 및 근거

ORD 기록
ord-ed53d7b4ae804410ac83741263bfab9a
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09216972B2

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