Hydrochloric Acid → HCID 67641967、化合物

HRID 1597763ノート

反応式

HRID 1597763 の反応式
CON(C)[C:4](=[O:26])[CH:5]([OH:25])[CH:6]([NH:14][C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[Li][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31].Cl>O1CCCC1>[CH2:33]([O:32][C:30](=[O:31])[CH2:29][C:4](=[O:26])[CH:5]([OH:25])[CH:6]([NH:14][C:15]([O:17][CH2:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[O:16])[CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH3:34]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 86752361HCID 86752361、化合物HCID 178506878HCID 178506878、化合物

生成物 1

HCID 67641967HCID 67641967、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

A solution of 2-hydroxy-4-phenyl-3-[((phenylmethoxy)carbonyl)amino]butanoic acid, N-methoxy-N-methylamide (372 mg, 1.0 mmol) in tetrahydrofuran is cooled to -78° C. and ethyl lithioacetate (72 mg, 3.0 mmol) is added. The solution is stirred at -78° C. for 1 hour, allowed to warm to room temperature, stirred for 1 hour and poured into dilute HCl. The product is extracted by ethyl acetate (3×150 ml) and the combined organic extracts are washed with NaHCO3, dried over Na2SO4 and the solvent removed in vacuo. The crude product is purified by flash chromatography on silica gel.

後処理

  1. temperatureto warm to room temperature
  2. stirringstirred for 1 hour
  3. extractionThe product is extracted by ethyl acetate (3×150 ml)
  4. washthe combined organic extracts are washed with NaHCO3
  5. dry with materialdried over Na2SO4
  6. customthe solvent removed in vacuo
  7. customThe crude product is purified by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-1e62fe412d9f4877bd3513f98cfc083c
出典データセット
uspto-grants-1998_04
特許番号
US05736520

反応ノート

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