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

Acetonitrile → 3-{3-[(7-{Benzyl[(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}heptyl)oxy]propyl}benzenesulfonamide

HRID 2118193
ノート
印刷プレビュー

反応式

HRID 2118193 の反応式
[CH2:1]([NH:8][CH2:9][C@@H:10]([C:12]1[CH:23]=[CH:22][C:15]2[O:16][C:17]([CH3:21])([CH3:20])[O:18][CH2:19][C:14]=2[CH:13]=1)[OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][O:32][CH2:33][CH2:34][CH2:35][C:36]1[CH:37]=[C:38]([S:42]([NH2:45])(=[O:44])=[O:43])[CH:39]=[CH:40][CH:41]=1.C(N(CC)C(C)C)(C)C.C(#N)C>O.C(OCC)C>[CH2:1]([N:8]([CH2:9][C@@H:10]([C:12]1[CH:23]=[CH:22][C:15]2[O:16][C:17]([CH3:20])([CH3:21])[O:18][CH2:19][C:14]=2[CH:13]=1)[OH:11])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][O:32][CH2:33][CH2:34][CH2:35][C:36]1[CH:37]=[C:38]([S:42]([NH2:45])(=[O:44])=[O:43])[CH:39]=[CH:40][CH:41]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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 4

HCID 6342AcetonitrileHCID 81531DiisopropylethylamineHCID 115093953-{3-[(7-Bromoheptyl)oxy]propyl}benzenesulfonamideHCID 69196697(1R)-2-(benzylamino)-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol

生成物 1

HCID 691987473-{3-[(7-{Benzyl[(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}heptyl)oxy]propyl}benzenesulfonamide収率 96.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

A mixture of (1R)-2-(benzylamino)-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol (55.8 g), 3-{3-[(7-bromoheptyl)oxy]propyl}benzenesulfonamide (63.65 g), N,N-diisopropylethylamine (55 ml) and acetonitrile (200 ml) was stirred and heated under N2 at reflux for ca 21 h. The mixture was cooled to room temperature then diethyl ether (1000 ml) and water (500 ml) were added and the mixture stirred. The organic phase was washed with water (500 ml), then saturated brine (500 ml) and dried (Na2SO4). The solution was concentrated and the product purified by chromatography on flash silica gel (1000 g), eluting with petroleum ether:ethyl acetate (ratios ranging successively from 4:1 to 1:1) to give the title compound (97.7 g)-LC RT=1.54 min.

後処理

  1. temperatureheated under N2
  2. temperatureat reflux for ca 21 h
  3. stirringthe mixture stirred
  4. washThe organic phase was washed with water (500 ml)
  5. dry with materialsaturated brine (500 ml) and dried (Na2SO4)
  6. concentrationThe solution was concentrated
  7. customthe product purified by chromatography on flash silica gel (1000 g)
  8. washeluting with petroleum ether

出典と根拠

ORDレコード
ord-2413a726f624489cbd9f10a6d58c75b2
出典データセット
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07442836B2

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