Phenylacetyl chloride → 6-(2-Phenylacetamido)-2,2-dimethyl-3-(O-methylphosphono)penam

HRID 1833427ノート

反応式

HRID 1833427 の反応式
[NH2:1][CH:2]1[C:15](=[O:16])[N:4]2[CH:5]([P:10]([OH:14])([O:12][CH3:13])=[O:11])[C:6]([CH3:9])([CH3:8])[S:7][C@H:3]12.[OH-].[Na+].[C:19]1([CH2:25][C:26](Cl)=[O:27])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O>[C:19]1([CH2:25][C:26]([NH:1][CH:2]2[C:15](=[O:16])[N:4]3[CH:5]([P:10]([OH:14])([O:12][CH3:13])=[O:11])[C:6]([CH3:8])([CH3:9])[S:7][C@H:3]23)=[O:27])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

5

反応物 3

HCID 7679Phenylacetyl chlorideHCID 14798Sodium Hydroxide2 回HCID 867348606-amino-2,2-dimethyl-3-(O-methylphosphono)penam

生成物 1

HCID 867353286-(2-Phenylacetamido)-2,2-dimethyl-3-(O-methylphosphono)penam

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

A stirred slurry of 532 mg. (0.002 mole) of 6-amino-2,2-dimethyl-3-(O-methylphosphono)penam in 10 ml. of water is cooled to 0° C., and the pH is then adjusted to 8.0 using 1N sodium hydroxide. To this solution is then added 0.27 ml. (310 mg., 0.002 mole) of phenylacetyl chloride, in portions, with the pH of the solution being maintained between 7 and 8 during the addition, using 0.1 N sodium hydroxide. The solution is stirred in additional 30 minutes at 0° C. and pH 7. It is concentrated in vacuo to a small volume and the title compound purified by Sephadex LH-20 chromatography, eluting with water.

後処理

  1. additionTo this solution is then added 0.27 ml
  2. concentrationIt is concentrated in vacuo to a small volume
  3. customthe title compound purified by Sephadex LH-20 chromatography
  4. washeluting with water

出典と根拠

ORDレコード
ord-b45fe0df559c4ba988bc9912611c273d
出典データセット
uspto-grants-1978_01
特許番号
US04066657

反応ノート

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