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

1,2-Dichloroethane → 4-((S)-2-((S)-3-(3-(2-(tert-Butoxycarbonylamino)ethylcarbamoyl)phenylsulfonyl)-thiazolidine-2-carbonyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-ethyl)-3,5-dichloropyridine 1-oxide

HRID 520340
ノート
印刷プレビュー

反応式

HRID 520340 の反応式
[C:1]([C:4]1[CH:5]=[C:6]([S:10]([N:13]2[CH2:17][CH2:16][S:15][C@H:14]2[C:18]([O:20][C@H:21]([C:32]2[CH:37]=[CH:36][C:35]([O:38][CH:39]([F:41])[F:40])=[C:34]([O:42][CH2:43][CH:44]3[CH2:46][CH2:45]3)[CH:33]=2)[CH2:22][C:23]2[C:28]([Cl:29])=[CH:27][N+:26]([O-:30])=[CH:25][C:24]=2[Cl:31])=[O:19])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)([OH:3])=O.[NH2:47][CH2:48][CH2:49][NH:50][C:51](=[O:57])[O:52][C:53]([CH3:56])([CH3:55])[CH3:54].C(Cl)CCl>CN(C1C=CN=CC=1)C.CN(C=O)C.O>[C:53]([O:52][C:51]([NH:50][CH2:49][CH2:48][NH:47][C:1]([C:4]1[CH:5]=[C:6]([S:10]([N:13]2[CH2:17][CH2:16][S:15][C@H:14]2[C:18]([O:20][C@H:21]([C:32]2[CH:37]=[CH:36][C:35]([O:38][CH:39]([F:40])[F:41])=[C:34]([O:42][CH2:43][CH:44]3[CH2:46][CH2:45]3)[CH:33]=2)[CH2:22][C:23]2[C:24]([Cl:31])=[CH:25][N+:26]([O-:30])=[CH:27][C:28]=2[Cl:29])=[O:19])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)=[O:3])=[O:57])([CH3:56])([CH3:55])[CH3:54]
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 3

HCID 111,2-DichloroethaneHCID 187201N-BOC-ethylenediamineHCID 710924964-((S)-2-((S)-3-(3-carboxyphenylsulfonyl)thiazolidine-2-carbonyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide

生成物 1

HCID 1185584624-((S)-2-((S)-3-(3-(2-(tert-Butoxycarbonylamino)ethylcarbamoyl)phenylsulfonyl)-thiazolidine-2-carbonyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-ethyl)-3,5-dichloropyridine 1-oxide
収率 88.1%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

4-((S)-2-((S)-3-(3-Carboxyphenylsulfonyl)thiazolidine-2-carbonyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide (200 mg, 0.278 mmol), tert-butyl 2-aminoethylcarbamate (89 mg, 0.556 mmol), DMAP (40.7 mg, 0.334 mmol) and EDC (160 mg, 0.834 mmol) were dissolved in DMF. The reaction was stirred at room temperature overnight to achieve completion. The reaction mixture was diluted with water, and the precipitate was washed with water, dissolved in ethyl acetate and extracted with HCl 1N, NaHCO3 5% and brine. The organic phase was dried over Na2SO4 and concentrated under vacuum to give 4-((S)-2-((S)-3-(3-(2-(tert-butoxycarbonylamino)ethylcarbamoyl)phenylsulfonyl)thiazolidine-2-carbonyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide (211 mg, 0.245 mmol, 88% yield).

後処理

  1. washthe precipitate was washed with water
  2. dissolutiondissolved in ethyl acetate
  3. extractionextracted with HCl 1N, NaHCO3 5% and brine
  4. dry with materialThe organic phase was dried over Na2SO4
  5. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-0af03a1bab444088a2be031d1d14abaa
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09326976B2

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