ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Ammonium Hydroxide → 2-[1-(6-Tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid diethyl ester

HRID 1789852
ノート
印刷プレビュー

反応式

HRID 1789852 の反応式
[Li][CH3:2].[CH2:3]([O:5][C:6](=[O:28])[C:7](=[CH:13][C:14]1[CH:15]=[N:16][C:17]([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[CH:18][CH:19]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:4].[NH4+].[OH-]>C1COCC1.[Cu]I>[CH2:11]([O:10][C:8](=[O:9])[CH:7]([CH:13]([C:14]1[CH:15]=[N:16][C:17]([NH:20][C:21]([O:23][C:24]([CH3:26])([CH3:25])[CH3:27])=[O:22])=[CH:18][CH:19]=1)[CH3:2])[C:6]([O:5][CH2:3][CH3:4])=[O:28])[CH3:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 14923Ammonium HydroxideHCID 543379912-(6-Tert-butoxycarbonylaminopyridin-3-ylmethylene)-malonic acid diethyl esterHCID 178418348HCID 178418348、化合物

生成物 1

HCID 542132152-[1-(6-Tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid diethyl ester収率 82.6%

試薬・触媒・溶媒 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
触媒
HCID 8028Tetrahydrofuran溶媒2 回

実験手順

MeLi (6.5 mL, 10.4 mmol, 1.6 M in diethyl ether) was added dropwise to a slurry of CuI (0.9 g, 4.73 mmol) in THF (28 mL) at −78° C. under argon. The reaction mixture was stirred for 30 min. A solution of 2-(6-tert-butoxycarbonylamino-pyridin-3-ylmethylene)-malonic acid diethyl ester (0.84 g, 2.3 mmol) in THF (7 mL) was added dropwise and the reaction was stirred for 180 min at −78° C. Saturated aqueous NH4OH was added dropwise and the mixture was extracted with EtOAc. The organic phase was washed with saturated aqueous NH4OH and NaCl, dried and concentrated under reduced pressure. Flash chromatography (toluene/EtOAc, 3:1→1:6) gave 2-[1-(6-tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid diethyl ester (0.723 g, 82.4%) as a white solid.

後処理

  1. stirringthe reaction was stirred for 180 min at −78° C
  2. extractionthe mixture was extracted with EtOAc
  3. washThe organic phase was washed with saturated aqueous NH4OH and NaCl
  4. customdried
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b2e368cb3ea14d72b8d97f1aee77e1cd
出典データセット
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07071175B1

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート