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Hydrochloric Acid → HCID 178468875, 화합물

HRID 1864729
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HRID 1864729 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C@H:17]2[O:19][CH2:18]2)=[CH:11][C:10]=1[N:20](C(OC(C)(C)C)=O)[S:21]([CH3:24])(=[O:23])=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:32]([NH:39][C@H:40]1[CH2:45][CH2:44][C@H:43]([C:46]2[CH:56]=[CH:55][C:49]([C:50]([O:52][CH2:53][CH3:54])=[O:51])=[CH:48][CH:47]=2)[CH2:42][CH2:41]1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.Cl>C(O)C>[CH2:32]([N:39]([CH2:18][C@H:17]([OH:19])[CH2:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[C:10]([NH:20][S:21]([CH3:24])(=[O:22])=[O:23])[CH:11]=1)[C@H:40]1[CH2:41][CH2:42][C@H:43]([C:46]2[CH:47]=[CH:48][C:49]([C:50]([O:52][CH2:53][CH3:54])=[O:51])=[CH:55][CH:56]=2)[CH2:44][CH2:45]1)[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1
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참가 물질

5

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HCID 313Hydrochloric AcidHCID 112017484-benzyloxy-3-(N-tert-butoxycarbonyl-N-methylsulfonylamino)-1-((2S)-2,3-epoxypropoxy)benzeneHCID 178468874HCID 178468874, 화합물

생성물 1

HCID 178468875HCID 178468875, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매2회

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온도
50 °C

실험 절차

A mixture of 818 mg (1.82 mmol) of 4-benzyloxy-3-(N-tert-butoxycarbonyl-N-methylsulfonylamino)-1-((2S)-2,3-epoxypropoxy)benzene and 450 mg (1.82 mmol) of ethyl trans-4-[4-(benzylamino)cyclohexyl]benzoate in the form of a base is heated under reflux in 15 ml of absolute ethanol for 16 hours. The mixture is cooled, 3 ml of an ethanol solution saturated with hydrochloric acid are added thereto and the medium is heated at 50° C. for 6 hours. The solvent is evaporated and the medium is taken up in a mixture of 50 ml of a saturated sodium bicarbonate solution and 50 ml of ethyl acetate. The organic phase is washed with a saturated aqueous NaCl solution. The organic phase is dried, filtered and the solvent is evaporated under reduced pressure. The crude product is purified by chromatography on a silica gel column, eluting with a methylene chloride/methanol/NH4OH (95/5/0.5) mixture. The title compound is obtained in the form of a white solid. [M+H+]=687.

후처리

  1. temperatureis heated
  2. temperatureThe mixture is cooled
  3. customThe solvent is evaporated
  4. additionthe medium is taken up in a mixture of 50 ml of a saturated sodium bicarbonate solution and 50 ml of ethyl acetate
  5. washThe organic phase is washed with a saturated aqueous NaCl solution
  6. customThe organic phase is dried
  7. filtrationfiltered
  8. customthe solvent is evaporated under reduced pressure
  9. customThe crude product is purified by chromatography on a silica gel column
  10. washeluting with a methylene chloride/methanol/NH4OH (95/5/0.5) mixture

출처 및 근거

ORD 기록
ord-73d409c8ff8c482e8c3b342a2d04521f
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07625929B2

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