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

Toluene → 4-Chloro-2-(5-isoxazolyl)-5-methylphenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside

HRID 907069
ノート
印刷プレビュー

反応式

HRID 907069 の反応式
[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[CH2:8][S:7][C@@H:6]1Br)(=[O:3])[CH3:2].[Cl:20][C:21]1[C:26]([CH3:27])=[CH:25][C:24]([OH:28])=[C:23]([C:29]2[O:33][N:32]=[CH:31][CH:30]=2)[CH:22]=1.C1(C)C=CC=CC=1>[Cl-].[Zn+2].[Cl-].[N-]1C=CN=C1.[Ag+].C(#N)C>[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[CH2:8][S:7][C@H:6]1[O:28][C:24]1[CH:25]=[C:26]([CH3:27])[C:21]([Cl:20])=[CH:22][C:23]=1[C:29]1[O:33][N:32]=[CH:31][CH:30]=1)(=[O:3])[CH3:2]
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

7

反応物 3

HCID 1140TolueneHCID 8540424-Chloro-2-(5-isoxazolyl)-5-methylphenolHCID 109263142,3,4-tri-O-acetyl-5-thio-alpha-xylopyranosyl bromide

生成物 1

HCID 248312314-Chloro-2-(5-isoxazolyl)-5-methylphenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside収率 10%

試薬・触媒・溶媒 3

HCID 3007855Zincchloride触媒
HCID 10931941Silver imidazolate触媒
HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

A mixture of 0.8 g (5.87 mmol) of zinc chloride, 2 g of 13× molecular sieve, 2 g (5.6 mmol) of 2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide, 1 g (4.77 mmol) of 4-chloro-2-(5-isoxazolyl)-5-methylphenol, 1 g (5.7 mmol) of silver imidazolate, 5 ml of toluene and 5 ml of acetonitrile is prepared. The mixture is kept stirred at 80° C. for 90 minutes and then cooled and filtered. The residual solid is rinsed on the filter with methanol and the combined filtrates are concentrated under reduced pressure. The crude product obtained is purified by chromatography on silica gel, elution being carried out using a dichloromethane/ethyl acetate mixture (9/1; v/v). The pure fraction is crystallized from ethyl ether. The expected compound is thus obtained in the form of a white solid with a yield of 10%.

後処理

  1. customis prepared
  2. temperaturecooled
  3. filtrationfiltered
  4. washThe residual solid is rinsed on the
  5. filtrationfilter with methanol
  6. concentrationthe combined filtrates are concentrated under reduced pressure
  7. customThe crude product obtained
  8. customis purified by chromatography on silica gel, elution
  9. customThe pure fraction is crystallized from ethyl ether

出典と根拠

ORDレコード
ord-11ee1b2f8c374600a95f8a22fe0cc99f
出典データセット
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08013010B2

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