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

HRID 1164155노트

반응식

HRID 1164155 반응식
[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]

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 6434107Prostaglandins E2 methyl ester

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
35 °C

실험 절차

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:

후처리

  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

출처 및 근거

ORD 기록
ord-b5895f55388349619c5da916d5b4bdbb
출처 데이터셋
uspto-grants-1983_01
특허 번호
US04367237

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