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Triacetoxyperiodinane → HCID 49869008, 화합물

HRID 570955
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HRID 570955 반응식
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[CH3:23][N:24]1[C:29](=[O:30])[N:28]2[CH:31]=[N:32][C:33]([C:34](=[S:42])[NH:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[C:27]2[N:26]=[N:25]1>C(Cl)(Cl)Cl>[S:42]1[C:41]2[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=2[N:35]=[C:34]1[C:33]1[N:32]=[CH:31][N:28]2[C:29](=[O:30])[N:24]([CH3:23])[N:25]=[N:26][C:27]=12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 159087Triacetoxyperiodinane2회HCID 86663792HCID 86663792, 화합물

생성물 1

HCID 49869008HCID 49869008, 화합물수율 10%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Dess Martin periodinane (202 mg, 0.477 mmol) was added in small portions to a solution of 3-methyl-4-oxo-N-phenyl-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbothioamide (300 mg (as 3:2 mixture with carboxamide), 0.434 mmol) in chloroform (60 mL) and the reaction was monitored by thin layer chromatography. The mixture was stirred for 1 hour and 20 mg of Dess Martin periodinane was added. The mixture was stirred for 30 minutes and the crude product was absorbed on silica and purified by flash chromatography using DCM:MeOH (98:2) as eluent to give the pure title compound as a bright yellow solid (12 mg, 10%). δH (DMSO d6): 8.96 (1H, s), 8.20 (1H, d, J=8.0), 8.15 (1H, d, J=8.0), 7.58 (1H, td, J=7.6, 1.3), 7.50 (1H, td, J=7.6, 1.2), 3.90 (3H, s).

후처리

  1. stirringThe mixture was stirred for 30 minutes
  2. customthe crude product was absorbed on silica
  3. custompurified by flash chromatography

출처 및 근거

ORD 기록
ord-dc7084db215c40cc9243dd28946a8a02
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09024018B2

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