Trioxobis(pyridine)chromium → Prostaglandin E2

HRID 1834052노트

반응식

HRID 1834052 반응식
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][C@@H:6]1[O:19][C:17](=[O:18])[CH2:16][CH2:15][CH2:14][CH:13]=[CH:12][CH2:11][C@H:10]2[C@@H:20]([OH:24])[CH2:21][C@@H:22]([OH:23])[C@@H:9]2[CH:8]=[CH:7]1.[O:25]=[Cr](=O)=O.C1C=CC=CN=1.C1C=CC=CN=1>C(Cl)Cl>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([OH:19])/[CH:7]=[CH:8]/[C@@H:9]1[C@@H:10]([CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][C:17]([OH:25])=[O:18])[C:20](=[O:24])[CH2:21][C@H:22]1[OH:23]

참가 물질

4

반응물 2

HCID 88565Trioxobis(pyridine)chromiumHCID 5283073PGF2alpha-1,15-lactone

생성물 1

HCID 5280360Prostaglandin E2

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The mono-trimethylsilyl derivative of PGF2α 1,15-lactone (above) was dissolved in 6 ml of methylene chloride and added in one portion to the rapidly stirred Collins reagent. The ice bath was removed and the reaction mixture was allowed to stir for 20 min. longer. The mixture was then poured onto a column containing 150 g of neutral silica. With the aid of a house-vacuum, the column was eluted into a 2-liter round bottom flask with 1000 ml of ethyl acetate. Removal of the solvent gave PGE2, 1,15-lactone, 11-trimethylsilyl ether.

후처리

  1. customThe ice bath was removed
  2. additionThe mixture was then poured onto a column
  3. additioncontaining 150 g of neutral silica
  4. washWith the aid of a house-vacuum, the column was eluted into a 2-liter round bottom flask with 1000 ml of ethyl acetate
  5. customRemoval of the solvent

출처 및 근거

ORD 기록
ord-ebbb2b8e177e4289a215698e939951b7
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04067991

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