Hydrochloric Acid → HCID 67641967, 화합물

HRID 1597763노트

반응식

HRID 1597763 반응식
CON(C)[C:4](=[O:26])[CH:5]([OH:25])[CH:6]([NH:14][C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[Li][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31].Cl>O1CCCC1>[CH2:33]([O:32][C:30](=[O:31])[CH2:29][C:4](=[O:26])[CH:5]([OH:25])[CH:6]([NH:14][C:15]([O:17][CH2:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[O:16])[CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH3:34]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 86752361HCID 86752361, 화합물HCID 178506878HCID 178506878, 화합물

생성물 1

HCID 67641967HCID 67641967, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

A solution of 2-hydroxy-4-phenyl-3-[((phenylmethoxy)carbonyl)amino]butanoic acid, N-methoxy-N-methylamide (372 mg, 1.0 mmol) in tetrahydrofuran is cooled to -78° C. and ethyl lithioacetate (72 mg, 3.0 mmol) is added. The solution is stirred at -78° C. for 1 hour, allowed to warm to room temperature, stirred for 1 hour and poured into dilute HCl. The product is extracted by ethyl acetate (3×150 ml) and the combined organic extracts are washed with NaHCO3, dried over Na2SO4 and the solvent removed in vacuo. The crude product is purified by flash chromatography on silica gel.

후처리

  1. temperatureto warm to room temperature
  2. stirringstirred for 1 hour
  3. extractionThe product is extracted by ethyl acetate (3×150 ml)
  4. washthe combined organic extracts are washed with NaHCO3
  5. dry with materialdried over Na2SO4
  6. customthe solvent removed in vacuo
  7. customThe crude product is purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-1e62fe412d9f4877bd3513f98cfc083c
출처 데이터셋
uspto-grants-1998_04
특허 번호
US05736520

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