Ethyl Acetate → N-[((5S)-3-{4'-[(5R)-5-(Hydroxymethyl)-4,5-dihydroisoxazol-3-yl]-1,1'-biphenyl-4-yl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

HRID 747240ノート

反応式

HRID 747240 の反応式
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([O:26][CH2:27][C@@H:28]1[O:32][N:31]=[C:30]([C:33]2[CH:38]=[CH:37][C:36]([C:39]3[CH:44]=[CH:43][C:42]([N:45]4[CH2:49][C@H:48]([CH2:50][NH:51][C:52](=[O:54])[CH3:53])[O:47][C:46]4=[O:55])=[CH:41][CH:40]=3)=[CH:35][CH:34]=2)[CH2:29]1)(C(C)(C)C)(C)C.C(OCC)(=O)C>C1COCC1>[OH:26][CH2:27][C@@H:28]1[O:32][N:31]=[C:30]([C:33]2[CH:34]=[CH:35][C:36]([C:39]3[CH:40]=[CH:41][C:42]([N:45]4[CH2:49][C@H:48]([CH2:50][NH:51][C:52](=[O:54])[CH3:53])[O:47][C:46]4=[O:55])=[CH:43][CH:44]=3)=[CH:37][CH:38]=2)[CH2:29]1

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 2724141Tetrabutylammonium FluorideHCID 59749465N-[((5S)-3-{4'-[(5R)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-dihydroisoxazol-3-yl]-1,1'-biphenyl-4-yl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

生成物 1

HCID 59749523N-[((5S)-3-{4'-[(5R)-5-(Hydroxymethyl)-4,5-dihydroisoxazol-3-yl]-1,1'-biphenyl-4-yl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide収率 59.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of tetrabutylammonium fluoride in THF (1M, 0.69 ml, 0.69 mM) was added to a solution of N-[((5S)-3-{4′-[(5R)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4,5-dihydroisoxazol-3-yl]-1,1′-biphenyl-4-yl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide (300 mg, 0.57 mM) in THF (5 ml). After approximately 2 hours, ethyl acetate was added and the resulting suspension was filtered. The filter cake was washed with water and ethyl acetate to give 140 mg of the title product.

後処理

  1. filtrationthe resulting suspension was filtered
  2. washThe filter cake was washed with water and ethyl acetate

出典と根拠

ORDレコード
ord-286f1ef29f614d34afa2967716e1e9b4
出典データセット
uspto-grants-2008_07
特許番号
US07396847B2

反応ノート

読み込み中…