Acetic Anhydride → methyl (Z)-7-[(1R,2S)-2-[(E,3S)-3-acetyloxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-5-enoate

HRID 1164155ノート

反応式

HRID 1164155 の反応式
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([OH:26])/[CH:7]=[CH:8]/[C@@H:9]1[C@@H:14]([CH2:15]/[CH:16]=[CH:17]/[CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])[C:12](=[O:13])[CH2:11][C@H:10]1O.[C:27](OC(=O)C)(=[O:29])[CH3:28]>N1C=CC=CC=1>[CH3:24][O:23][C:21](=[O:22])[CH2:20][CH2:19][CH2:18]/[CH:17]=[CH:16]\[CH2:15][C@@H:14]1[C@@H:9](/[CH:8]=[CH:7]/[C@@H:6]([O:26][C:27](=[O:29])[CH3:28])[CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[CH:10]=[CH:11][C:12]1=[O:13]

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 6434107Prostaglandins E2 methyl ester

生成物 1

HCID 13322736methyl (Z)-7-[(1R,2S)-2-[(E,3S)-3-acetyloxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-5-enoate

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
35 °C

実験手順

A mixture of 2.4 g of PGE2 methyl ester, 30 ml of acetic anhydride and 6 ml of pyridine was stirred at 35° C. for 40 hours. After concentration under reduced pressure, the residue was dissolved in diethyl ether, washed with water, and a saturated aqueous solution of sodium chloride, dried over magnesium sulphate and concentrated under reduced pressure to give 2.56 g of (5Z,13E)-(15S)-9-oxo-15-acetoxyprosta-5,10,13-trienoic acid methyl ester having the following physical characteristic:

後処理

  1. concentrationAfter concentration under reduced pressure
  2. dissolutionthe residue was dissolved in diethyl ether
  3. washwashed with water
  4. dry with materiala saturated aqueous solution of sodium chloride, dried over magnesium sulphate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b5895f55388349619c5da916d5b4bdbb
出典データセット
uspto-grants-1983_01
特許番号
US04367237

反応ノート

読み込み中…