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

Triacetoxyperiodinane → 6-(4-tert-butylbenzoyl)-5-(4-fluorophenyl)-7-isopropyl-2,2-dimethyl-2,3-dihydro-4H-chromen-4-one

HRID 1516702
노트
인쇄 미리보기

반응식

HRID 1516702 반응식
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O.[C:23]([C:27]1[CH:32]=[CH:31][C:30]([CH:33]([OH:57])[C:34]2[C:35]([C:50]3[CH:55]=[CH:54][C:53]([F:56])=[CH:52][CH:51]=3)=[C:36]3[C:41](=[CH:42][C:43]=2[CH:44]([CH3:46])[CH3:45])[O:40][C:39]([CH3:48])([CH3:47])[CH2:38][C:37]3=[O:49])=[CH:29][CH:28]=1)([CH3:26])([CH3:25])[CH3:24].C(C1C=CC(C(O)C2C(C3C=CC(F)=CC=3)=C3C(=CC=2CCC)OC(C)(C)CC3=O)=CC=1)(C)(C)C>ClCCl>[C:23]([C:27]1[CH:28]=[CH:29][C:30]([C:33]([C:34]2[C:35]([C:50]3[CH:51]=[CH:52][C:53]([F:56])=[CH:54][CH:55]=3)=[C:36]3[C:41](=[CH:42][C:43]=2[CH:44]([CH3:46])[CH3:45])[O:40][C:39]([CH3:47])([CH3:48])[CH2:38][C:37]3=[O:49])=[O:57])=[CH:31][CH:32]=1)([CH3:25])([CH3:26])[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 159087TriacetoxyperiodinaneHCID 58002954Rac-6-[(4-tert-butylphenyl)(hydroxy)methyl]-5-(4-fluorophenyl)-7-isopropyl-2,2-dimethyl-2,3-dihydro-4h-chromen-4-oneHCID 69070315Rac-6-[(4-tert-butylphenyl)(hydroxy)methyl]-5-(4-fluorophenyl)-7-n-propyl-2,2-dimethyl-2,3-dihydro-4h-chromen-4-one

생성물 1

HCID 580030386-(4-tert-butylbenzoyl)-5-(4-fluorophenyl)-7-isopropyl-2,2-dimethyl-2,3-dihydro-4H-chromen-4-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

At 0° C., 340 mg (800 μmol) of 1,1-dihydro-1,1,1-triacetoxy-1,2-benziodoxol-3(1H)-one are added to a solution of 190 mg (400 μmol) of a 2:1 mixture of rac-6-[(4-tert-butylphenyl)(hydroxy)-methyl]-5-(4-fluorophenyl)-7-isopropyl-2,2-dimethyl-2,3-dihydro-4H-chromen-4-one (Example 27A) and rac-6-[(4-tert-butylphenyl)(hydroxy)methyl]-5-(4-fluorophenyl)-7-n-propyl-2,2-dimethyl-2,3-dihydro-4H-chromen-4-one in 7.5 ml of dichloromethane, and the mixture is stirred at this temperature for 4 h. The mixture is then diluted with dichloromethane and washed three times with 1 M aqueous sodium hydroxide solution. The organic phase is dried over magnesium sulfate and then concentrated under reduced pressure, and the residue is purified by preparative HPLC (method 1) and subsequent column chromatography on silica gel (mobile phase: gradient cyclohexane→cyclohexane/dichloromethane/ethyl acetate 20:20:0.5).

후처리

  1. washwashed three times with 1 M aqueous sodium hydroxide solution
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customthe residue is purified by preparative HPLC (method 1) and subsequent column chromatography on silica gel (mobile phase: gradient cyclohexane→cyclohexane/dichloromethane/ethyl acetate 20:20:0.5)

출처 및 근거

ORD 기록
ord-326b956726f54ad9946c6f7e9eb0991f
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08227511B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트