Water → HCID 54210532、化合物

HRID 1082192

反応式

HRID 1082192 の反応式
[C:1]([O:5][C:6]([N:8]1[C@@H:12]([CH:13]2[CH2:15][CH2:14]2)[C@H:11]([C:16]([O:18]CC)=[O:17])[O:10][CH:9]1[C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Li+].O>CO>[C:1]([O:5][C:6]([N:8]1[C@@H:12]([CH:13]2[CH2:15][CH2:14]2)[C@H:11]([C:16]([OH:18])=[O:17])[O:10][CH:9]1[C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 53715740ethyl (4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-cyclopropyl-5-oxazolidinecarboxylate

生成物 1

HCID 54210532HCID 54210532、化合物収率 97%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 881 mg of ethyl (4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-cyclopropyl-5-oxazolidinecarboxylate (diastereomeric mixture) in 16 ml of methanol is added dropwise a solution of 64.7 mg of lithium hydroxide in 8 m 1 of water under cooling, and the mixture is stirred at room temperature for 1 hour. After the reaction mixture is evaporated under reduced pressure to remove methanol, the residue is dissolved in chloroform. The pH of the solution is adjusted to pH 2 with 10% hydrochloric acid. After extracted with chloroform, the extract is washed with brine twice, dried and evaporated to remove the solvent to give 792 mg of (4S,5R)-3-tert-butoxycarbonyl-2-(4-methoxyphenyl)-4-cyclopropyl-5-oxazolidinecarboxylic acid.

後処理

  1. temperatureunder cooling
  2. customAfter the reaction mixture is evaporated under reduced pressure
  3. customto remove methanol
  4. dissolutionthe residue is dissolved in chloroform
  5. extractionAfter extracted with chloroform
  6. washthe extract is washed with brine twice
  7. customdried
  8. customevaporated
  9. customto remove the solvent

出典と根拠

ORDレコード
ord-1236fc2fa01d41c09833dab6b9e77e4e
出典データセット
uspto-grants-1996_12
特許番号
US05589502

関連ノート

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