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Ethanol → HCID 178494754、化合物

HRID 2064103
ノート
印刷プレビュー

反応式

HRID 2064103 の反応式
[C:1]([NH:4][CH2:5][C@@H:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[C:16]([F:18])[C:15]([N:19]3[CH2:24][CH2:23][C:22]([O:28][P:29](=[O:32])([OH:31])[OH:30])([CH2:25][O:26][CH3:27])[CH2:21][CH2:20]3)=[C:14]([F:33])[CH:13]=2)[CH2:7]1)(=[O:3])[CH3:2].C(O)C.[NH2:37][C@H:38]([C:46]([OH:48])=[O:47])[CH2:39][CH2:40][CH2:41][NH:42][C:43](=[NH:45])[NH2:44]>O>[NH2:37][C@H:38]([C:46]([OH:48])=[O:47])[CH2:39][CH2:40][CH2:41][NH:42][C:43](=[NH:44])[NH2:45].[C:1]([NH:4][CH2:5][C@@H:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[C:16]([F:18])[C:15]([N:19]3[CH2:24][CH2:23][C:22]([O:28][P:29](=[O:30])([OH:31])[OH:32])([CH2:25][O:26][CH3:27])[CH2:21][CH2:20]3)=[C:14]([F:33])[CH:13]=2)[CH2:7]1)(=[O:3])[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 702EthanolHCID 24763648HCID 24763648、化合物HCID 178418600HCID 178418600、化合物

生成物 1

HCID 178494754HCID 178494754、化合物収率 91%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
82.5 °C

実験手順

To a solution of phosphoric acid mono-(1-{4-[(S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2,6-difluorophenyl}-4-methoxymethyl-piperidin-4-yl)ester (5.0 g, 0.010 mol anhydrous ethanol (50 ml) at 25-30° C., under argon, was added L-arginine (1.76 g, 0.010 mol). The reaction mixture was stirred at 80-85° C. for 0.5 h. Water (5 ml) was added to the reaction mixture and stirring continued further for 1 h at 80-85° C. The reaction mixture was filtered and the filtrate evaporated under reduced pressure. Acetone (25 ml) was added to the residue and triturated. The solvent was decanted. This procedure was repeated twice with acetone (50 ml). Acetone after the third trituration was decanted and the residue dried under reduced pressure to obtain the product as off-white solid, 6.1 g, 91% yield. Aqueous solubility at pH 7 was >200 mg/ml.

後処理

  1. stirringstirring
  2. waitcontinued further for 1 h at 80-85° C
  3. filtrationThe reaction mixture was filtered
  4. customthe filtrate evaporated under reduced pressure
  5. additionAcetone (25 ml) was added to the residue
  6. customtriturated
  7. customThe solvent was decanted
  8. customAcetone after the third trituration was decanted
  9. customthe residue dried under reduced pressure

出典と根拠

ORDレコード
ord-bc90fdc944934524955d1636af129569
出典データセット
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08288416B2

反応ノート

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