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

Hexamethyldisilazane → {3-[(5-biphenyl-4-yl-6-fluoro-1H-benzimidazol-2-yl)oxy]phenyl}phosphonic acid

HRID 1960137
노트
인쇄 미리보기

반응식

HRID 1960137 반응식
C([O:4][P:5]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:18]2[NH:22][C:21]3[CH:23]=[C:24]([F:39])[C:25]([C:27]4[CH:32]=[CH:31][C:30]([C:33]5[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=5)=[CH:29][CH:28]=4)=[CH:26][C:20]=3[N:19]=2)[CH:12]=1)(=[O:10])[O:6]C(C)C)(C)C.C[Si](N[Si](C)(C)C)(C)C.Br[Si](C)(C)C>C(Cl)Cl>[C:30]1([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH:29]=[CH:28][C:27]([C:25]2[C:24]([F:39])=[CH:23][C:21]3[NH:22][C:18]([O:17][C:13]4[CH:12]=[C:11]([P:5](=[O:4])([OH:10])[OH:6])[CH:16]=[CH:15][CH:14]=4)=[N:19][C:20]=3[CH:26]=2)=[CH:32][CH:31]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 13838HexamethyldisilazaneHCID 76113BromotrimethylsilaneHCID 86658719[3-(5-biphenyl-4-yl-6-fluoro-1H-benzoimidazol-2-yloxy)-phenyl]-phosphonic acid diisopropyl ester

생성물 1

HCID 58482531{3-[(5-biphenyl-4-yl-6-fluoro-1H-benzimidazol-2-yl)oxy]phenyl}phosphonic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of compound 13-8 (40 mg, 0.073 mmol) in 3 mL of CH2Cl2 was added hexamethyldisilizane (0.3 mL), followed by bromo trimethylsilane (0.1 mL, 0.74 mmol). The reaction was allowed to stir for 18 h at ambient temperature. The organic solvent was removed in vacuo, followed by the addition of H2O (1 mL). The crude product was sonicated and yielded a white suspension. Solvent was removed in vacuo and the product was dissolved in DMSO (1.5 mL). The product was purified by prepatory HPLC using a 30-80% CH3CN with 0.05% trifluoroacetic acid gradient over 20 minutes. The pure fractions were combined and lyophilized to give the desired title compound 13-9. 1H NMR δ 7.35-7.41 (2H, m), 7.48-7.51 (3H, m), 7.56-7.66 (6H, m), 7.72-7.77 (4H, m); LC-MS: m/e 461(M+H)+.

후처리

  1. customThe organic solvent was removed in vacuo
  2. additionfollowed by the addition of H2O (1 mL)
  3. customThe crude product was sonicated
  4. customyielded a white suspension
  5. customSolvent was removed in vacuo
  6. dissolutionthe product was dissolved in DMSO (1.5 mL)
  7. customThe product was purified by prepatory HPLC
  8. waitgradient over 20 minutes

출처 및 근거

ORD 기록
ord-9b9bb6e2735f4bbf969342d3fd027a62
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08410284B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트