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

(2S)-2-(2-(((Benzylcarbamoyl)amino)(prop-2-en-1-yl)amino)acetamido)-3-(4-(tert-butoxy)phenyl)-N-(2,2-diethoxyethyl)-N-((6-fluoropyridin-2-yl)methyl)propanamide → (6S,9aS)-N-benzyl-8-((6-fluoropyridin-2-yl)methyl)-6-((4-hydroxyphenyl)methyl)-4,7-dioxo-2-(prop-2-en-1-yl)-octahydro-1H-pyrazino[2,1-c][1,2,4]triazine-1-carboxamide

HRID 707507
ノート
印刷プレビュー

反応式

HRID 707507 の反応式
[CH2:1]([NH:8][C:9]([NH:11][N:12]([CH2:49][CH:50]=[CH2:51])[CH2:13][C:14]([NH:16][C@@H:17]([CH2:37][C:38]1[CH:43]=[CH:42][C:41]([O:44]C(C)(C)C)=[CH:40][CH:39]=1)[C:18]([N:20]([CH2:29][CH:30](OCC)OCC)[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[N:23]=1)=[O:19])=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)=O>[CH2:1]([NH:8][C:9]([N:11]1[C@H:30]2[CH2:29][N:20]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[N:23]=3)[C:18](=[O:19])[C@H:17]([CH2:37][C:38]3[CH:39]=[CH:40][C:41]([OH:44])=[CH:42][CH:43]=3)[N:16]2[C:14](=[O:15])[CH2:13][N:12]1[CH2:49][CH:50]=[CH2:51])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=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

3

反応物 1

HCID 118162464(2S)-2-(2-(((Benzylcarbamoyl)amino)(prop-2-en-1-yl)amino)acetamido)-3-(4-(tert-butoxy)phenyl)-N-(2,2-diethoxyethyl)-N-((6-fluoropyridin-2-yl)methyl)propanamide

生成物 1

HCID 118162437(6S,9aS)-N-benzyl-8-((6-fluoropyridin-2-yl)methyl)-6-((4-hydroxyphenyl)methyl)-4,7-dioxo-2-(prop-2-en-1-yl)-octahydro-1H-pyrazino[2,1-c][1,2,4]triazine-1-carboxamide収率 90%

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

反応条件

温度
70 °C

実験手順

A mixed solution of (2S)-2-(2-(((benzylcarbamoyl)amino)(prop-2-en-1-yl)amino)acetamido)-3-(4-(tert-butoxy)phenyl)-N-(2,2-diethoxyethyl)-N-((6-fluoropyridin-2-yl)methyl)propanamide (1.22 g, 1.73 mmol) described in Production Example 2-3 and formic acid (26 mL) was stirred at 70° C. for 3 hours. The reaction mixture was concentrated under a reduced pressure, water was added to the residue, and the resultant solution was extracted with ethyl acetate. An organic layer was washed with water and then with saturated brine, then dried over anhydrous magnesium sulfate, and then filtrated. The solvent was evaporated under a reduced pressure, and the resultant residue was purified by NH silica gel column chromatography (ethyl acetate:methanol=20:1) to give the title compound (865 mg, yield: 90%).

後処理

  1. concentrationThe reaction mixture was concentrated under a reduced pressure, water
  2. additionwas added to the residue
  3. extractionthe resultant solution was extracted with ethyl acetate
  4. washAn organic layer was washed with water
  5. dry with materialwith saturated brine, then dried over anhydrous magnesium sulfate
  6. filtrationfiltrated
  7. customThe solvent was evaporated under a reduced pressure
  8. customthe resultant residue was purified by NH silica gel column chromatography (ethyl acetate:methanol=20:1)

出典と根拠

ORDレコード
ord-a6f42651eb534236b1bd2ee65e4118cf
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09174998B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート