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

Trimethylsilyl iodide → N-[2-hydroxy-5-((1R)-1-hydroxy-2-{[4-({[5-(4-methoxyphenyl)-1,2,4-oxadiazol-3-yl]methyl}sulfonyl)phenethyl]amino}ethyl)phenyl]methanesulfonamide

HRID 990084
ノート
印刷プレビュー

反応式

HRID 990084 の反応式
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([O:43][Si](CC)(CC)CC)[CH2:16][NH:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([S:26]([CH2:29][C:30]3[N:34]=[C:33]([C:35]4[CH:40]=[CH:39][C:38]([O:41][CH3:42])=[CH:37][CH:36]=4)[O:32][N:31]=3)(=[O:28])=[O:27])=[CH:22][CH:21]=2)=[CH:11][C:10]=1[NH:51][S:52]([CH3:55])(=[O:54])=[O:53])C1C=CC=CC=1.C[Si](I)(C)C.S(=O)(=O)(O)[O-].[Na+]>C(#N)C>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([OH:43])[CH2:16][NH:17][CH2:18][CH2:19][C:20]2[CH:21]=[CH:22][C:23]([S:26]([CH2:29][C:30]3[N:34]=[C:33]([C:35]4[CH:40]=[CH:39][C:38]([O:41][CH3:42])=[CH:37][CH:36]=4)[O:32][N:31]=3)(=[O:27])=[O:28])=[CH:24][CH:25]=2)=[CH:11][C:10]=1[NH:51][S:52]([CH3:55])(=[O:53])=[O:54]
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

5

反応物 3

HCID 85247Trimethylsilyl iodideHCID 516919Sodium BisulfateHCID 12044212N-(2-(benzyloxy)-5-{(1R)-2-{[4-({[5-(4-methoxyphenyl)-1,2,4-oxadiazol-3-yl]methyl}sulfonyl)phenethyl]amino}-1-[(triethylsilyl)oxy]ethyl}phenyl)methanesulfonamide

生成物 1

HCID 9830193N-[2-hydroxy-5-((1R)-1-hydroxy-2-{[4-({[5-(4-methoxyphenyl)-1,2,4-oxadiazol-3-yl]methyl}sulfonyl)phenethyl]amino}ethyl)phenyl]methanesulfonamide収率 64.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

To a solution of the O-protected amino alcohol of Example 26 (0.292 g, 0.362 mmol) in acetonitrile (3 mL) was added 5 equivalents of trimethylsilyl iodide (0.26 mL, 0.1.81 mmol). The reaction mixture was heated to 50° C. for 16 h. TLC shows the absence of starting material, so 1 mL of dilute aqueous sodium bisulfate (Na2S2O5) solution was added to the room temperature reaction mixture and it was stirred vigorously for 15 minutes. The reaction mixture was evaporated in vacuo to dryness and the residue was flash chromatographed (silica gel; dichloromethane/chloroform/methanol: 12/3/2) to afford 0.140 g of the title compound as a light yellow crystalline solid.

後処理

  1. additionwas added to the room temperature reaction mixture and it
  2. customThe reaction mixture was evaporated in vacuo to dryness
  3. customchromatographed (silica gel; dichloromethane/chloroform/methanol: 12/3/2)

出典と根拠

ORDレコード
ord-25000a142f8c4d3cbb3300e2675e96bf
出典データセット
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06458817B1

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