Potassium Fluoride → (2S,3S)-2-dibenzylamino-4-nitro-1-phenyloct-7-en-3-ol

HRID 1436729

반응식

HRID 1436729 반응식
C=CCOC(C1C2C(=CC=CC=2)N=CC=1)C1[N+]2(CC3C4C(=CC=CC=4)C=C4C=3C=CC=C4)CC(C=C)C(CC2)C1.[Br-].[F-].[K+].[N+:44]([CH2:47][CH2:48][CH2:49][CH:50]=[CH2:51])([O-:46])=[O:45].[CH2:52]([N:59]([CH2:70][C:71]1[CH:76]=[CH:75][CH:74]=[CH:73][CH:72]=1)[C@@H:60]([CH2:63][C:64]1[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=1)[CH:61]=[O:62])[C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1>C1COCC1>[CH2:70]([N:59]([CH2:52][C:53]1[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=1)[C@H:60]([C@H:61]([OH:62])[CH:47]([N+:44]([O-:46])=[O:45])[CH2:48][CH2:49][CH:50]=[CH2:51])[CH2:63][C:64]1[CH:65]=[CH:66][CH:67]=[CH:68][CH:69]=1)[C:71]1[CH:72]=[CH:73][CH:74]=[CH:75][CH:76]=1

참가 물질

6

반응물 4

HCID 522689Potassium FluorideHCID 5342975-Nitropent-1-eneHCID 9883943(alphaS)-alpha-[Bis(phenylmethyl)amino]benzenepropanalHCID 223245784-[[1-(Anthracen-9-ylmethyl)-5-ethenyl-1-azoniabicyclo[2.2.2]octan-2-yl]-prop-2-enoxymethyl]quinoline;bromide

생성물 1

HCID 69018478(2S,3S)-2-dibenzylamino-4-nitro-1-phenyloct-7-en-3-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-10 °C

실험 절차

Cool to −10° C. a well stirred mixture of O-allyl-N-(9-anthracenylmethyl)-cinchonidinium bromide (0.480 g, 0.8 mmol), potassium fluoride (3 gr, 51 mmol), THF (150 mL) and 5-nitropent-1-ene (2.34 g, 20 mmol) and treat with a solution of (S)-2-dibenzylamino-3-phenylpropionaldehyde (2.640 gr, 8 mmol). Allow mixture to warn to room temperature and stir for two days. Concentrate under reduced pressure. Purify on silica gel with hexane/ethyl ether mixtures to give a mixture of two products (2.7 g, 75%).

후처리

  1. customto warn to room temperature
  2. stirringstir for two days
  3. concentrationConcentrate under reduced pressure
  4. customPurify on silica gel with hexane/ethyl ether
  5. customto give

출처 및 근거

ORD 기록
ord-a6fd4c4b937841c494c7c56abd2d9158
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07618978B2

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