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

HRID 1833427노트

반응식

HRID 1833427 반응식
[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

참가 물질

5

반응물 3

HCID 7679Phenylacetyl chlorideHCID 14798Sodium Hydroxide2회HCID 867348606-amino-2,2-dimethyl-3-(O-methylphosphono)penam

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b45fe0df559c4ba988bc9912611c273d
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04066657

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