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

HRID 623351
ノート
印刷プレビュー

反応式

HRID 623351 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-9f37ed79177d468bb1f871f948e20772
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09302980B2

反応ノート

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