Potassium Persulfate → 3-(S)-hydroxymethyl-4-(R)-tert.-butylsulphonyl-2-azetidinone

HRID 65437

反応式

HRID 65437 の反応式
COC1C=C(OC)C=CC=1C[N:6]1[C@H:9]([S:10]([C:13]([CH3:16])([CH3:15])[CH3:14])(=[O:12])=[O:11])[C@@H:8]([CH2:17][OH:18])[C:7]1=[O:19].S(OOS([O-])(=O)=O)([O-])(=O)=O.[K+].[K+].P([O-])([O-])(O)=O.[K+].[K+]>C(#N)C>[OH:18][CH2:17][C@@H:8]1[C@@H:9]([S:10]([C:13]([CH3:15])([CH3:14])[CH3:16])(=[O:12])=[O:11])[NH:6][C:7]1=[O:19]

参加物

5

反応物 3

HCID 24412Potassium PersulfateHCID 24450Potassium Phosphate, DibasicHCID 186047711-(2,4-dimethoxybenzyl)-3-(S)-hydroxymethyl-4-(R)-tert.butylsulphonyl-2-azetidinone

生成物 1

HCID 186047743-(S)-hydroxymethyl-4-(R)-tert.-butylsulphonyl-2-azetidinone

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

A solution of 74 mg (0.2 mmol) of 1-(2,4-dimethoxybenzyl)-3-(S)-hydroxymethyl-4-(R)-tert.butylsulphonyl-2-azetidinone (see Example 20), 486 mg (1.8 mmol) of potassium peroxydisulphate and 174 mg (1.0 mmol) of dipotassium hydrogen phosphate in 4 ml of acetonitrile is stirred for 2 hours at 65° under a reflux condenser, the resulting reaction mixture is freed from acetonitrile under reduced pressure and the aqueous residue is extracted with ethyl acetate. After drying of the organic phase over Na2SO4 and concentration by evaporation in vacuo, a residue is obtained from which the title compound is obtained in the form of colourless crystals by adding a little methylene chloride and ether.

後処理

  1. customthe resulting reaction mixture
  2. extractionthe aqueous residue is extracted with ethyl acetate
  3. dry with materialAfter drying of the organic phase over Na2SO4 and concentration by evaporation in vacuo

出典と根拠

ORDレコード
ord-aa853de2f5c04505a7cd89b5973f20c2
出典データセット
uspto-grants-1986_09
特許番号
US04614614

関連ノート

読み込み中…