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

Ethyl Acetate → Racemic 1,1-dimethylethyl 7-[2-(2-tritylaminothiazol-4-yl)-2-methoxyimino-acetamido]-3-(3-nitrophenylthio)-8-oxo-4-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylate

HRID 1376835
ノート
印刷プレビュー

反応式

HRID 1376835 の反応式
P(I)(I)P(I)I.[C:7]([NH:26][C:27]1[S:28][CH:29]=[C:30]([C:32](=[N:63][O:64][CH3:65])[C:33]([NH:35][CH:36]2[C:43](=[O:44])[N:42]3[CH:37]2[CH2:38][S:39][CH:40]([S:53][C:54]2[CH:59]=[CH:58][CH:57]=[C:56]([N+:60]([O-:62])=[O:61])[CH:55]=2)[C:41]3(O)[C:45]([O:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[O:46])=[O:34])[N:31]=1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(OCC)(=O)C>N1C=CC=CC=1>[C:7]([NH:26][C:27]1[S:28][CH:29]=[C:30]([C:32](=[N:63][O:64][CH3:65])[C:33]([NH:35][CH:36]2[C:43](=[O:44])[N:42]3[CH:37]2[CH2:38][S:39][C:40]([S:53][C:54]2[CH:59]=[CH:58][CH:57]=[C:56]([N+:60]([O-:62])=[O:61])[CH:55]=2)=[C:41]3[C:45]([O:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[O:46])=[O:34])[N:31]=1)([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1
参加物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 8857Ethyl AcetateHCID 83484Hypodiphosphorous tetraiodide2 回HCID 537770691,1-Dimethylethyl 7-[2-(2-tritylaminothiazol-4-yl)-2-methoxyimino-acetamido]-2-hydroxy-3-(3-nitrophenylthio)-8-oxo-4-thia-1-azabicyclo[4,2,0]octane-2-carboxylate

生成物 1

HCID 53941303Racemic 1,1-dimethylethyl 7-[2-(2-tritylaminothiazol-4-yl)-2-methoxyimino-acetamido]-3-(3-nitrophenylthio)-8-oxo-4-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylate
収率 45.6%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A suspension of 677 mg of diphosphorus tetraiodide in 7 ml of pyridine was stirred under an inert atmosphere for 5 minutes and then 780 mg of the product of Step A were added. The mixture was stirred for 2 hours and then a further 363 mg of diphosphorus tetraiodide were added. The stirring was maintained for 1 hour and the reaction mixture was poured into 50 ml of ethyl acetate and filtered. The filtrate was evaporated to dryness under reduced pressure and the residue was dissolved in methylene chloride. The organic phase was washed with 0.1N hydrochloric acid, then with water, dried and concentrated to dryness. The residue was chromatographed on silica and eluted with a mixture of chloroform and acetone (10-0.5) to obtain 348 mg of racemic 1,1-dimethylethyl 7-[2-(2-tritylaminothiazol-4-yl)-2-methoxyimino-acetamido]-3-(3-nitrophenylthio)-8-oxo-4-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylate which crystallized from ether.

後処理

  1. stirringThe mixture was stirred for 2 hours
  2. temperatureThe stirring was maintained for 1 hour
  3. filtrationfiltered
  4. customThe filtrate was evaporated to dryness under reduced pressure
  5. dissolutionthe residue was dissolved in methylene chloride
  6. washThe organic phase was washed with 0.1N hydrochloric acid
  7. dry with materialwith water, dried
  8. concentrationconcentrated to dryness
  9. customThe residue was chromatographed on silica
  10. washeluted with a mixture of chloroform and acetone (10-0.5)

出典と根拠

ORDレコード
ord-1fd019655fe64d5780bc8451a36df9b7
出典データセット
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05663164

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