2,2,2-Trichloroethyl 2-chloromethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate → 2,2,2-Trichloroethyl 7-(2-phenylacetamido)-3-methyl-3-cephem-4-carboxylate

HRID 647779ノート

反応式

HRID 647779 の反応式
[C:1]1([CH2:7][C:8]([NH:10][CH:11]2[C:28](=[O:29])[N:13]3[CH:14]([C:20]([O:22][CH2:23][C:24]([Cl:27])([Cl:26])[Cl:25])=[O:21])[C:15]([CH3:19])([CH2:17]Cl)[S:16][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>N1C=CC=CC=1>[C:1]1([CH2:7][C:8]([NH:10][CH:11]2[C:28](=[O:29])[N:13]3[C:14]([C:20]([O:22][CH2:23][C:24]([Cl:27])([Cl:25])[Cl:26])=[O:21])=[C:15]([CH3:19])[CH2:17][S:16][C@H:12]23)=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

3

反応物 1

HCID 128952672,2,2-Trichloroethyl 2-chloromethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate

生成物 1

HCID 155734262,2,2-Trichloroethyl 7-(2-phenylacetamido)-3-methyl-3-cephem-4-carboxylate収率 25.9%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A mixture of 2,2,2-trichloroethyl 6-(2-phenylacetamido)-2-methyl-2-chloromethylpenam-3-carboxylate (0.50 g.) in 1,1,2-trichloroethane(7 cc) and pyridine (0.16 g.) was heated under reflux for 3.5 hours. After cooling the reaction mixture was washed with water, dried and then concentrated under reduced pressure. The residue was subjected to chromatography on silica gel and eluated with chloroform. The eluate was concentrated and the residue was crystalized with ether to yield crystals (0.12 g.) of 2,2,2-trichloroethyl 7-(2-phenylacetamido)-3-methyl-3-cephem-4-carboxylate, m.p. 161°-162° C.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 3.5 hours
  3. temperatureAfter cooling the reaction mixture
  4. washwas washed with water
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. concentrationThe eluate was concentrated
  8. customthe residue was crystalized with ether

出典と根拠

ORDレコード
ord-7a8938c63f5c4ba2bb4d0f4959054ba2
出典データセット
uspto-grants-1983_10
特許番号
US04410458

反応ノート

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