Water → HCID 67549096, 화합물

HRID 43899노트

반응식

HRID 43899 반응식
P(=O)(O)(O)O.C(OC([NH:13][CH:14]1[CH2:17][N:16]([C:18]2[S:19][C:20]3[CH:26]=[C:25]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH:24]=[CH:23][C:21]=3[N:22]=2)[CH2:15]1)=O)(C)(C)C.C1COCC1.O>ClCCl>[NH2:13][CH:14]1[CH2:17][N:16]([C:18]2[S:19][C:20]3[CH:26]=[C:25]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH:24]=[CH:23][C:21]=3[N:22]=2)[CH2:15]1

참가 물질

6

반응물 4

HCID 962WaterHCID 1004Phosphoric Acid2회HCID 8028TetrahydrofuranHCID 67548952Ethyl 2-{3-[(tert-butoxycarbonyl)amino]azetidin-1-yl)-1,3-benzothiazole-6-carboxylate

생성물 1

HCID 67549096HCID 67549096, 화합물수율 87.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

85% phosphoric acid (0.23 mL, 1.96 mmol) was added to a solution of ethyl 2-{3-[(tert-butoxycarbonyl)amino]azetidin-1-yl)-1,3-benzothiazole-6-carboxylate obtained in Example (225b) (296 mg, 0.78 mmol) in dichloromethane (2 mL) at room temperature, followed by stirring for 27 hours. Then, THF (1 mL) and 85% phosphoric acid (0.23 mL, 1.96 mmol) were added, and the mixture was further stirred for five hours. Water was added to the reaction solution, and the mixture was washed with ethyl acetate. Then, a 1 N aqueous sodium hydroxide solution was added to the aqueous layer, followed by extraction with a chloroform/methanol mixed solvent. The combined organic layers were dried over anhydrous magnesium sulfate and filtered. Thereafter, the solvent was evaporated under reduced pressure to obtain 190 mg of the title compound as a milk white solid (87%).

후처리

  1. stirringthe mixture was further stirred for five hours
  2. washthe mixture was washed with ethyl acetate
  3. additionThen, a 1 N aqueous sodium hydroxide solution was added to the aqueous layer
  4. extractionfollowed by extraction with a chloroform/methanol mixed solvent
  5. dry with materialThe combined organic layers were dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customThereafter, the solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-882dff2be03b4e539de5b9f40b7a7433
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536197B2

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