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

Water → (5R)-2-[(2S)-2-(3,4-dichlorophenyl)4-oxobutyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]thiazepine-6-carbonitrile 5-oxide

HRID 1760955
ノート
印刷プレビュー

反応式

HRID 1760955 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C@H:9]([CH2:29][CH:30]=C)[CH2:10][N:11]2[C:17](=[O:18])[C:16]3[C:19]4[C:24]([CH:25]=[C:26]([C:27]#[N:28])[C:15]=3[S:14][CH2:13][CH2:12]2)=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:5]=[CH:6][C:7]=1[Cl:8].C1COCC1.[OH2:37].I([O-])(=O)(=O)=O.[Na+].[OH2:44]>[Os](=O)(=O)(=O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([C@H:9]([CH2:29][CH:30]=[O:44])[CH2:10][N:11]2[C:17](=[O:18])[C:16]3[C:19]4[C:24]([CH:25]=[C:26]([C:27]#[N:28])[C:15]=3[S@:14](=[O:37])[CH2:13][CH2:12]2)=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:5]=[CH:6][C:7]=1[Cl:8]
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 4

HCID 962WaterHCID 98046052-[(2S)-2-(3,4-Dichlorophenyl)pent-4-enyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]thiazepine-6-carbonitrileHCID 21881883Oxolane--water (1/1)HCID 23667635Sodium periodate

生成物 1

HCID 86759590(5R)-2-[(2S)-2-(3,4-dichlorophenyl)4-oxobutyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]thiazepine-6-carbonitrile 5-oxide

試薬・触媒・溶媒

1
HCID 30318Osmium Tetroxide触媒

実験手順

To a solution of 2-[(2S)-2-(3,4-dichlorophenyl)pent-4-enyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]thiazepine-6-carbonitrile (Example 1, 225 mg, 0.50 mmol) in 3:1 THF/water (10 mL) under nitrogen at 0° C. was added osmium tetroxide (4% in water, 32.5 μL, 0.01 mmol) followed in 10 min by portion wise addition of sodium periodate over 5 min. The reaction mixture was allowed to warm to ambient temperature over 3 h and clarified by the addition of water. The products were extracted into ether and organic layer was washed with saturated NaHCO3 and brine, dried (Na2SO4), and evaporated to 230 mg of an oil which was chromatographed on silica gel in 10% MeOH/CHCl3 to give 40 mg of intermediate 78a, 22 mg of Intermediate 78b and 11 mg of Intermediate 78c.

後処理

  1. extractionThe products were extracted into ether and organic layer
  2. washwas washed with saturated NaHCO3 and brine
  3. dry with materialdried (Na2SO4)
  4. customevaporated to 230 mg of an oil which
  5. customwas chromatographed on silica gel in 10% MeOH/CHCl3

出典と根拠

ORDレコード
ord-3d3d2235f68f41f4aaaaf576293135dc
出典データセット
uspto-grants-2005_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06846814B2

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