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Triphenylphosphine → methyl (S)-2-(4-methanesulfonylpiperazin-1-yl)-3-[4-(2-phenylpyridin-4-ylmethoxy)-benzenesulfonylamino]propanoate

HRID 874572
ノート
印刷プレビュー

反応式

HRID 874572 の反応式
N(C(OCC)=O)=NC(OCC)=O.[OH:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]([NH:23][CH2:24][C@H:25]([N:30]2[CH2:35][CH2:34][N:33]([S:36]([CH3:39])(=[O:38])=[O:37])[CH2:32][CH2:31]2)[C:26]([O:28][CH3:29])=[O:27])(=[O:22])=[O:21])=[CH:16][CH:15]=1.[C:40]1([C:46]2[CH:51]=[C:50]([CH2:52]O)[CH:49]=[CH:48][N:47]=2)[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[CH3:39][S:36]([N:33]1[CH2:32][CH2:31][N:30]([C@@H:25]([CH2:24][NH:23][S:20]([C:17]2[CH:18]=[CH:19][C:14]([O:13][CH2:52][C:50]3[CH:49]=[CH:48][N:47]=[C:46]([C:40]4[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=4)[CH:51]=3)=[CH:15][CH:16]=2)(=[O:21])=[O:22])[C:26]([O:28][CH3:29])=[O:27])[CH2:35][CH2:34]1)(=[O:38])=[O:37]
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 16125998(2-Phenylpyridin-4-yl)methanolHCID 86675015methyl (S)-3-(4-hydroxybenzenesulfonylamino)-2-(4-methanesulfonylpiperazin-1-yl)propanoate

生成物 1

HCID 86675020methyl (S)-2-(4-methanesulfonylpiperazin-1-yl)-3-[4-(2-phenylpyridin-4-ylmethoxy)-benzenesulfonylamino]propanoate
収率 60%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

0.23 ml (1.4 mmol) of diethyl azodicarboxylate is added slowly to a solution of 400 mg (0.9 mmol) of methyl (S)-3-(4-hydroxybenzenesulfonylamino)-2-(4-methanesulfonylpiperazin-1-yl)propanoate (prepared as described in example 5.1), 193 mg (1.0 mmol) of (2-phenylpyridin-4-yl)methanol and 373 mg (1.4 mmol) of triphenylphosphine in 4 ml of tetrahydrofuran. The reaction mixture is stirred for one hour at ambient temperature and then evaporated to dryness. The residue obtained is purified by chromatography on silica gel, elution being carried out with a 60/40 heptane/ethyl acetate mixture. 318 mg (57%) of methyl (S)-2-(4-methanesulfonylpiperazin-1-yl)-3-[4-(2-phenylpyridin-4-ylmethoxy)-benzenesulfonylamino]propanoate are obtained in the form of a white powder.

後処理

  1. customevaporated to dryness
  2. customThe residue obtained
  3. customis purified by chromatography on silica gel, elution

出典と根拠

ORDレコード
ord-a1dda2afc658452aaedb0221cadbf985
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08980897B2

反応ノート

読み込み中…

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