Potassium Phosphate, Dibasic → 3-(S)-hydroxymethyl-4-(R)-tert.-butylsulphonyl-2-azetidinone

HRID 65439

反応式

HRID 65439 の反応式
COC1C=CC(C[N:8]2[C@H:11]([S:12]([C:15]([CH3:18])([CH3:17])[CH3:16])(=[O:14])=[O:13])[C@@H:10]([CH2:19][OH:20])[C:9]2=[O:21])=CC=1.S(OOS([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].P([O-])([O-])(O)=O.[K+].[K+]>C(#N)C.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Fe+2].O.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[OH:20][CH2:19][C@@H:10]1[C@@H:11]([S:12]([C:15]([CH3:17])([CH3:16])[CH3:18])(=[O:14])=[O:13])[NH:8][C:9]1=[O:21]

参加物

8

反応物 3

HCID 24450Potassium Phosphate, DibasicHCID 62655Sodium PersulfateHCID 186047721-p-methoxybenzyl-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 4

HCID 62662Ferrous sulfate heptahydrate触媒HCID 165397Cupric acetate monohydrate触媒HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

A solution of 68.3 mg (0.2 mmol) of 1-p-methoxybenzyl-3-(S)-hydroxymethyl-4-(R)-tert.-butylsulphonyl-2-azetidinone in 4 ml of acetonitrile is added to a solution of 428 mg (1.8 mmol) of sodium peroxydisulphate, 174 mg (1 mmol) of dipotassium hydrogen phosphate, 1 mg of iron(II) sulphate heptahydrate and 2 mg of copper(II) acetate hydrate in 4 ml of water. The mixture is stirred for 2 hours under an argon atmosphere at a bath temperature of 65°. The resulting mixture is then concentrated to half its volume under reduced pressure and extracted with ethyl acetate. The extract is triturated with methylene chloride and ether and the pure title compound is obtained.

後処理

  1. concentrationThe resulting mixture is then concentrated to half its volume under reduced pressure
  2. extractionextracted with ethyl acetate
  3. customThe extract is triturated with methylene chloride and ether

出典と根拠

ORDレコード
ord-139ed6457cd64e2e9fcb010d4805aeea
出典データセット
uspto-grants-1986_09
特許番号
US04614614

関連ノート

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