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Methanesulfonic Acid → (1R,2S)-1-Amino-2-vinylcyclopropanecarboxylic Acid

HRID 623351
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HRID 623351 반응식
CS(O)(=O)=O.C(OC([NH:13][C@:14]1([C:19]([OH:21])=[O:20])[CH2:16][C@H:15]1[CH:17]=[CH2:18])=O)(C)(C)C.C(N(CC)CC)C>C(Cl)Cl>[NH2:13][C@:14]1([C:19]([OH:21])=[O:20])[CH2:16][C@H:15]1[CH:17]=[CH2:18]
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참가 물질

5

반응물 3

HCID 6395Methanesulfonic AcidHCID 8471TriethylamineHCID 10376443(1R,2S)-1-(((1,1-Dimethylethoxy)carbonyl)amino)-2-ethenylcyclopropanecarboxylic acid

생성물 1

HCID 10261098(1R,2S)-1-Amino-2-vinylcyclopropanecarboxylic Acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
25 °C

실험 절차

Methanesulfonic acid (576 mg, 6 mmol) was added to a solution of (1R,2S)-1-(tert-butoxycarbonylamino)-2-vinyl-cyclopropanecarboxylic acid (1135 mg, 5 mmol) and methylene chloride (5 mL), and the mixture was stirred at 25° C. for 3 hours. When triethylamine (708 mg, 7 mmol) was added thereto, a solid was precipitated. The solid was sufficiently precipitated, and then the solution was stirred at 25° C. for 30 minutes. Thereafter, the solid was separated by filtration under reduced pressure. The solid was washed with methylene chloride (5 mL), and then was subjected to vacuum drying. Thereby, the titled compound was produced as a white solid (665 mg, yield of 100%).

후처리

  1. customa solid was precipitated
  2. customThe solid was sufficiently precipitated
  3. stirringthe solution was stirred at 25° C. for 30 minutes
  4. customThereafter, the solid was separated by filtration under reduced pressure
  5. washThe solid was washed with methylene chloride (5 mL)
  6. customdrying

출처 및 근거

ORD 기록
ord-9f37ed79177d468bb1f871f948e20772
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09302980B2

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