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Water → HCID 67397694, 화합물

HRID 70655
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HRID 70655 반응식
C([SnH](CCCC)CCCC)CCC.N(C(C)(C)C#N)=NC(C)(C)C#N.C(SC)(=S)O[CH:28]([C:30]1[C:31]([O:65][CH3:66])=[N:32][C:33](/[C:36](/[C:55]2[CH:60]=[CH:59][C:58]([C:61]([CH3:64])([CH3:63])[CH3:62])=[CH:57][CH:56]=2)=[CH:37]/[C@H:38]2[CH2:42][CH2:41][C:40](=[O:43])[N:39]2[CH2:44][C:45]2[CH:50]=[CH:49][C:48]([O:51][CH3:52])=[CH:47][C:46]=2[O:53][CH3:54])=[CH:34][CH:35]=1)[CH3:29].O>C1(C)C=CC=CC=1>[C:61]([C:58]1[CH:59]=[CH:60][C:55](/[C:36](/[C:33]2[CH:34]=[CH:35][C:30]([CH2:28][CH3:29])=[C:31]([O:65][CH3:66])[N:32]=2)=[CH:37]\[C@@H:38]2[N:39]([CH2:44][C:45]3[CH:50]=[CH:49][C:48]([O:51][CH3:52])=[CH:47][C:46]=3[O:53][CH3:54])[C:40](=[O:43])[CH2:41][CH2:42]2)=[CH:56][CH:57]=1)([CH3:63])([CH3:62])[CH3:64]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

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HCID 962WaterHCID 5948TributylstannaneHCID 6547AzobisisobutyronitrileHCID 86658011HCID 86658011, 화합물

생성물 1

HCID 67397694HCID 67397694, 화합물수율 71.6%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
120 °C

실험 절차

Tributyltin hydride (91 μL) and azobisisobutyronitrile (8.5 mg) were added to a solution of O-[1-(6-{(E)-1-(4-tert-butylphenyl)-2-[(2R)-1-(2,4-dimethoxybenzyl)-5-oxopyrrolidin-2-yl]ethenyl}-2-methoxypyridin-3-yl)ethyl] S-methyl carbonodithioate (109 mg) in toluene (2 mL), and the mixture was stirred at 120° C. for 30 minutes. Water was added to the reaction solution, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to give (5R)-5-[(E)-2-(4-tert-butylphenyl)-2-(5-ethyl-6-methoxypyridin-2-yl)ethenyl]-1-(2,4-dimethoxybenzyl)pyrrolidin-2-one as a colorless oil (65 mg).

후처리

  1. extractionfollowed by extraction with chloroform
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customThe solvent was then evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1)

출처 및 근거

ORD 기록
ord-86061efff23f4881bc33545b3bf7e433
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08822503B2

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