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Triphenylphosphine → Methyl (4-{2-[(1S,2R)-2-{1-[5-(ethoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethoxy}-2-fluorophenyl)acetate

HRID 1474704
ノート
印刷プレビュー

反応式

HRID 1474704 の反応式
CC(OC(/N=N/C(OC(C)C)=O)=O)C.[CH2:15]([O:17][CH2:18][C:19]1[CH:20]=[N:21][C:22]([N:25]2[CH2:30][CH2:29][CH:28]([C@H:31]3[CH2:33][C@H:32]3[CH2:34][CH2:35][OH:36])[CH2:27][CH2:26]2)=[N:23][CH:24]=1)[CH3:16].[F:37][C:38]1[CH:43]=[C:42](O)[CH:41]=[CH:40][C:39]=1[CH2:45][C:46]([O:48][CH3:49])=[O:47].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH2:15]([O:17][CH2:18][C:19]1[CH:20]=[N:21][C:22]([N:25]2[CH2:30][CH2:29][CH:28]([C@H:31]3[CH2:33][C@H:32]3[CH2:34][CH2:35][O:36][C:42]3[CH:41]=[CH:40][C:39]([CH2:45][C:46]([O:48][CH3:49])=[O:47])=[C:38]([F:37])[CH:43]=3)[CH2:27][CH2:26]2)=[N:23][CH:24]=1)[CH3:16]
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 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 58415153Methyl 2-(2-Fluoro-4-hydroxyphenyl)acetateHCID 1176785182-[(1S,2R)-2-{1-[5-(ethoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethanol

生成物 1

HCID 89583896Methyl (4-{2-[(1S,2R)-2-{1-[5-(ethoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethoxy}-2-fluorophenyl)acetate

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

DIAD (0.955 ml, 4.91 mmol) was added to a stirred mixture of 2-[(1S,2R)-2-{1-[5-(ethoxymethyl)pyrimidin-2-yl]piperidin-4-yl}cyclopropyl]ethanol (1 g, 3.27 mmol), methyl (2-fluoro-4-hydroxyphenyl)acetate (0.724 g, 3.93 mmol) and triphenylphosphine (1.288 g, 4.91 mmol) in toluene (10 ml). The mixture was stirred at RT for 5 hrs. The mixture was diluted with ethyl acetate (20 mL), washed with brine, dried over MgSO4, filtered and the solvent evaporated in vacuo. The residue was purified by column chromatography on silica gel, Biotage 100M, using a gradient eluant of 0-100% EtOAc/hexanes to afford the title compound. LC/MS (m/z): 472 (M+H)+.

後処理

  1. washwashed with brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvent evaporated in vacuo
  5. customThe residue was purified by column chromatography on silica gel, Biotage 100M

出典と根拠

ORDレコード
ord-b586ac07de1243fa8950a12279a642da
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09018224B2

反応ノート

読み込み中…

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