Trioxobis(pyridine)chromium → Prostaglandin E2

HRID 1834052ノート

反応式

HRID 1834052 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 5280360Prostaglandin E2

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ebbb2b8e177e4289a215698e939951b7
出典データセット
uspto-grants-1978_01
特許番号
US04067991

反応ノート

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