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Triphenylphosphine → (S)-2-[4-Dimethylamino-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester

HRID 1814303
ノート
印刷プレビュー

反応式

HRID 1814303 の反応式
[C:1]([O:5][C:6](=[O:29])[C@@H:7]([N:15](O)[S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1N(C)C)(=[O:18])=[O:17])[CH2:8][C:9]([N:11]([O:13][CH3:14])[CH3:12])=[O:10])([CH3:4])([CH3:3])[CH3:2].[N:30]1[C:39]2[C:34](=[C:35]([CH2:40][CH2:41][OH:42])[CH:36]=[CH:37][CH:38]=2)[CH:33]=[CH:32][CH:31]=1.[CH:43]1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[N:62]([C:69](OCC)=O)=NC(OCC)=O>C1COCC1>[C:1]([O:5][C:6](=[O:29])[C@@H:7]([NH:15][S:16]([C:19]1[CH:20]=[CH:21][C:22]([N:62]([CH3:69])[CH3:43])=[CH:23][C:24]=1[O:42][CH2:41][CH2:40][C:35]1[CH:36]=[CH:37][CH:38]=[C:39]2[C:34]=1[CH:33]=[CH:32][CH:31]=[N:30]2)(=[O:18])=[O:17])[CH2:8][C:9]([N:11]([O:13][CH3:14])[CH3:12])=[O:10])([CH3:4])([CH3:2])[CH3:3]
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 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 225041322-(Quinolin-5-yl)ethan-1-olHCID 86588209(S)-2-(dimethylamino-hydroxy-benzenesulfonylamino)-N-methoxy-N-methyl-succinamic acid tert-butyl ester

生成物 1

HCID 86588208(S)-2-[4-Dimethylamino-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of (S)-2-(dimethylamino-hydroxy-benzenesulfonylamino)-N-methoxy-N-methyl-succinamic acid tert-butyl ester (0.53 g, 1.20 mmol) in dry THF (30 mL) at 0° C. was added 2-quinolin-5-yl-ethanol (0.22 g, 1.20 mmol) and Ph3P (0.63 g, 2.40 mmol) then followed by drop wise addition of diethyl azodicarboxylate (0.40 mL, 2.40 mmol). The reaction mixture was allowed to warm up to room temperature and stirred for 12 h. The solvent was removed and the crude product was purified using silica gel flash chromatography (20% EtOAc in hexanes). (S)-2-[4-Dimethylamino-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester was obtained (0.57 g, 80%) as an off white foam. MS (APCI) m/z 585.2 (M−1).

後処理

  1. customThe solvent was removed
  2. customthe crude product was purified

出典と根拠

ORDレコード
ord-97d15aaffc1544a99e8c808361efc213
出典データセット
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06875765B2

反応ノート

読み込み中…

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