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

Pyridine → benzhydryl (6R,7R)-3-(bromomethyl)-7-[[(2Z)-2-methoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

HRID 2231989
ノート
印刷プレビュー

反応式

HRID 2231989 の反応式
Cl.[NH2:2][C@@H:3]1[C:28](=[O:29])[N:5]2[C:6]([C:12]([O:14][CH:15]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:13])=[C:7]([CH2:10][Br:11])[CH2:8][S:9][C@H:4]12.[C:30]([NH:49][C:50]1[S:51][CH:52]=[C:53](/[C:55](=[N:59]/[O:60][CH3:61])/[C:56](O)=[O:57])[N:54]=1)([C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.N1C=CC=CC=1.P(Cl)(Cl)(Cl)=O>C(Cl)Cl.C(Cl)(Cl)Cl>[Br:11][CH2:10][C:7]1[CH2:8][S:9][C@@H:4]2[C@H:3]([NH:2][C:56](=[O:57])/[C:55](/[C:53]3[N:54]=[C:50]([NH:49][C:30]([C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=4)([C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)[C:43]4[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=4)[S:51][CH:52]=3)=[N:59]\[O:60][CH3:61])[C:28](=[O:29])[N:5]2[C:6]=1[C:12]([O:14][CH:15]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 1049PyridineHCID 24813Phosphorus oxychlorideHCID 5928144(Z)-2-methoxymino-2-(2-(tritylamino)thiazol-4-yl)acetic acidHCID 131714150diphenylmethyl (6R,7R)-7-amino-3-bromomethyl-ceph-3-em-4-carboxylate hydrochloride

生成物 1

HCID 13579925benzhydryl (6R,7R)-3-(bromomethyl)-7-[[(2Z)-2-methoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
収率 89.5%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

120 mg (0.24 mmol) of diphenylmethyl (6R,7R)-7-amino-3-bromomethyl-ceph-3-em-4-carboxylate hydrochloride and 120 mg (0.27 mmol) of (Z)-2-(2-tritylaminothiazol-4-yl)-2-methoxyiminoacetic acid were dissolved in 2.4 ml of methylene chloride, then 98 μl (1.2 mmol) of pyridine and 24 μl (0.27 mmol) of phosphorus oxychloride were added thereto with ice cooling, and reacted for 10 minutes. After the reaction, 12 ml of chloroform was added to the reaction mixture, which was washed with 6 ml of water twice, dried on magnesium sulfate, and the solvent was distilled off. The residue was purified by silica gel chromatography (benzene-ethyl acetate (20:1)) to obtain 190 mg of the title compound.

後処理

  1. customwith ice cooling, and reacted for 10 minutes
  2. additionwas added to the reaction mixture, which
  3. washwas washed with 6 ml of water twice
  4. customdried on magnesium sulfate
  5. distillationthe solvent was distilled off
  6. customThe residue was purified by silica gel chromatography (benzene-ethyl acetate (20:1))

出典と根拠

ORDレコード
ord-896cbea24b5c4560bfeec950bae7e3cd
出典データセット
uspto-grants-1988_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04785090

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