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

Triethylamine → (7S,9aR)-7-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)octahydropyrazino[2,1-c][1,4]oxazine

HRID 2245405
ノート
印刷プレビュー

反応式

HRID 2245405 の反応式
C1[C@H]2CN[C@H](CO)CN2CCO1.C1[C@@H]2CN[C@H](CO)CN2CCO1.CCN(CC)CC.[CH3:32][C:33]([Si:36]([CH3:50])([CH3:49])[O:37][CH2:38][C@@H:39]1[CH2:48][N:47]2[C@H:42]([CH2:43][O:44][CH2:45][CH2:46]2)[CH2:41][NH:40]1)([CH3:35])[CH3:34]>ClCCl>[CH3:35][C:33]([Si:36]([CH3:50])([CH3:49])[O:37][CH2:38][C@@H:39]1[CH2:48][N:47]2[C@@H:42]([CH2:43][O:44][CH2:45][CH2:46]2)[CH2:41][NH:40]1)([CH3:32])[CH3:34]
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 8471TriethylamineHCID 59215768(7S,9AS)-7-(((tert-butyldimethylsilyl)oxy)methyl)octahydropyrazino[2,1-c][1,4]oxazineHCID 59215831((7S,9aS)-Octahydropyrazino[2,1-c][1,4]oxazin-7-yl)methanolHCID 66658788(7S, 9aR)-octahydropyrazino[2,1-c][1,4]oxazin-7-ylmethanol

生成物 1

HCID 59215815(7S,9aR)-7-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)octahydropyrazino[2,1-c][1,4]oxazine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

(7S, 9aR)-octahydropyrazino[2,1-c][1,4]oxazin-7-ylmethanol and (7S, 9aS) -octahydropyrazino[2,1-c][1,4]oxazin-7-ylmethanol (D21) (315 mg,1.83 mmol) was dissolved in 10 mL of anhydrous dichloromethane and treated with Et3N (600 μL, 4.30 mmol) and TDBMSCI (590 mg, 3.91 mmol). The reaction was stirred overnight at room temperature (17 h). It was diluted with dichloromethane (30 mL) and extracted with sat. NaHCO3 (2×20 mL). TLC analysis (EtOAc: MeOH 95:5) showed 2 main products. The organics were dried and the solvent removed leaving an oil, which was purified by flash chromatography (silica, EtOAc→EtOAc:MeOH 90:10). Isolated two products: (7S,9aS)-7-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)octahydropyrazino[2,1-c][1,4]oxazine (D22), 253 mg. Direct MS: m/z=287 (M+1).

後処理

  1. extractionextracted with sat. NaHCO3 (2×20 mL)
  2. customThe organics were dried
  3. customthe solvent removed
  4. customleaving an oil, which
  5. customwas purified by flash chromatography (silica, EtOAc→EtOAc:MeOH 90:10)
  6. customIsolated two products

出典と根拠

ORDレコード
ord-4b86263f74c74e9f8c07c8beb6e108ef
出典データセット
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07683056B2

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