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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → (2S,3R)-N-cyclopropyl-3-propyl-2-oxiranecarboxamide

HRID 1173761
ノート
印刷プレビュー

反応式

HRID 1173761 の反応式
[CH2:1]([C@H:4]1[O:6][C@@H:5]1[C:7]([OH:9])=O)[CH2:2][CH3:3].[CH:10]1([NH2:13])[CH2:12][CH2:11]1.C(N=C=NCCCN(C)C)C>C(Cl)Cl>[CH:10]1([NH:13][C:7]([C@@H:5]2[C@@H:4]([CH2:1][CH2:2][CH3:3])[O:6]2)=[O:9])[CH2:12][CH2:11]1
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 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 69828CyclopropylamineHCID 11170987HCID 11170987、化合物

生成物 1

HCID 24855930(2S,3R)-N-cyclopropyl-3-propyl-2-oxiranecarboxamide収率 53%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
5 °C

実験手順

(2S,3R)-3-Propyl-2-oxiranecarboxylic acid (1.16 g, 7.8 mmol), methylene chloride (10 ml) and cyclopropylamine (8.5 equivalents) were mixed, and the mixture was cooled to 5° C. A methylene chloride solution (5 ml) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (2.23 g, 1.2 equivalents) was gradually added thereto, and the mixture was stirred for 2 hours from 5° C. up to room temperature. The organic layer was washed with water (5 ml), 1 N HCl (5 ml) and water (5 ml); and was dried with anhydrous magnesium sulfate. The inorganic products were separated by filtration, and the filtrate was concentrated under reduced pressure to obtain the title compound as a pale yellow solid (0.70 g, yield: 53%).

後処理

  1. washThe organic layer was washed with water (5 ml), 1 N HCl (5 ml) and water (5 ml)
  2. dry with materialand was dried with anhydrous magnesium sulfate
  3. customThe inorganic products were separated by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-2224a5bf87ed45ca9595a0b3601e5bce
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07834190B2

反応ノート

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