Diisopropylethylamine → (2S)-2-((S)-Phenyl{[2-(trifluoromethyl)phenyl]thio}methyl)morpholine

HRID 131188노트

반응식

HRID 131188 반응식
CCN(C(C)C)C(C)C.C1([C@H]([N:18]2[CH2:23][CH2:22][O:21][C@H:20]([C@H:24]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[S:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[C:32]([F:35])([F:34])[F:33])[CH2:19]2)C)C=CC=CC=1.ClC(OC(Cl)C)=O>ClCCl>[C:36]1([C@H:24]([S:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[C:32]([F:33])([F:34])[F:35])[C@H:20]2[O:21][CH2:22][CH2:23][NH:18][CH2:19]2)[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 5213051-Chloroethyl chloroformateHCID 69313855(2S)-4-[(1R)-1-Phenylethyl]-2-((S)-phenyl{[2-(trifluoromethyl)phenyl]thio}methyl)morpholine

생성물 1

HCID 9798640(2S)-2-((S)-Phenyl{[2-(trifluoromethyl)phenyl]thio}methyl)morpholine수율 43%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a suspension of polymer supported Hünig's base (0.11 g, 0.40 mmol) and 52 (0.03 g, 0.066 mmol) in dry dichloromethane (1 ml) was added α-chloroethyl chloroformate (0.09 g, 0.066 mmol) at room temperature under nitrogen. The mixture was stirred at room temperature over the weekend then filtered and concentrated in vacuo. This was taken up in methanol, heated at 70° C. for 2 hours, cooled, and purified by SCX chromatography (eluent: ammonia/methanol 1/1 [v/v]) to give 9 as a colourless oil (0.01 g, 43%). The spectroscopic data for 9 obtained by the route outlined here was identical to the data for 9 obtained as described above.

후처리

  1. additionTo a suspension of polymer
  2. filtrationthen filtered
  3. concentrationconcentrated in vacuo
  4. temperatureheated at 70° C. for 2 hours
  5. temperaturecooled
  6. custompurified by SCX chromatography (eluent: ammonia/methanol 1/1 [v/v])

출처 및 근거

ORD 기록
ord-7286a69d8ed54bc0817bc7af3e86eca9
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384941B2

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