홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Triacetoxyperiodinane → HCID 24958964, 화합물

HRID 2381839
노트
인쇄 미리보기

반응식

HRID 2381839 반응식
[CH2:1]([NH:8][C:9]([C:11]1[S:15][C:14]([N:16]2[CH:20]=[C:19]([CH:21]([OH:28])[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:18]=[N:17]2)=[N:13][C:12]=1[CH3:29])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[C:21]([C:19]1[N:18]=[N:17][N:16]([C:14]2[S:15][C:11]([C:9]([NH:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:10])=[C:12]([CH3:29])[N:13]=2)[CH:20]=1)(=[O:28])[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 24958232HCID 24958232, 화합물

생성물 1

HCID 24958964HCID 24958964, 화합물수율 53%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of N-benzyl-2-(4-(hydroxy(phenyl)methyl)-1H-1,2,3-triazol-1-yl)-4-methylthiazole-5-carboxamide (0.18 g, 0.44 mmol) and Dess-Martin periodinane (0.28 g, 0.67 mmol) in dichloromethane (20 mL) was stirred at ambient temperature for 3 hours and washed with 10% aqueous solution of sodium thiosulfate (20 mL) and saturated aqueous sodium bicarbonate (20 mL). The organic layer was dried over anhydrous sodium sulphate, filtered and concentrated in vacuo. The residue was purified by column chromatography to yield the title compound as a white solid in 53% yield: mp 176-178° C. (dichloromethane/hexanes); 1H NMR (300 MHz, DMSO-d6) δ 9.48 (s, 1H), 9.06 (t, J=6.0 Hz, 1H), 8.22 (d, J=6.0 Hz, 2H), 7.77-7.75 (m, 1H), 7.62 (t, J=6.0 Hz, 2H), 7.39-7.25 (m, 5H), 4.47 (d, J=6.0 Hz, 2H), 2.65 (s, 3H); 13C NMR (75 MHz, CDCl3) δ 184.5, 160.0, 154.0, 152.6, 146.9, 138.9, 136.1, 133.7, 129.9, 128.7, 128.3, 127.3, 126.9, 126.8, 125.7, 42.8, 17.1; MS (ES+) m/z 404.3 (M+1).

후처리

  1. washwashed with 10% aqueous solution of sodium thiosulfate (20 mL) and saturated aqueous sodium bicarbonate (20 mL)
  2. dry with materialThe organic layer was dried over anhydrous sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-96e1aa3976f14edaaa5d83ebe7e2d19b
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08258160B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트