Phosphorane, triphenyl(phenylmethylene)- → 7-Amino-3-(2-phenyl)ethenyl-3-cephem-4-carboxylic acid

HRID 341908

반응식

HRID 341908 반응식
[NH2:1][CH:2]1[C:14](=[O:15])[N:4]2[C:5]([C:11]([OH:13])=[O:12])=[C:6]([CH:9]=O)[CH2:7][S:8][C@H:3]12.[C:16]1([CH:22]=P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1COCC1>[NH2:1][CH:2]1[C:14](=[O:15])[N:4]2[C:5]([C:11]([OH:13])=[O:12])=[C:6]([CH:9]=[CH:22][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:7][S:8][C@H:3]12

참가 물질

4

반응물 2

HCID 140127Phosphorane, triphenyl(phenylmethylene)-HCID 872037627-Amino-3-formyl-3-cephem-4-carboxylic acid

생성물 1

HCID 1317210627-Amino-3-(2-phenyl)ethenyl-3-cephem-4-carboxylic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A suspension of 0.3 g of 7-amino-3-formyl-3-cephem-4-carboxylic acid in 3 ml of THF is treated at room temperature with 1.4 ml of BSA. The reaction mixture is stirred at room temperature for 10 minutes. A clear solution is obtained containing N,O-bistrimethylsilyl-7-amino-3-formyl-3-cephem-4-carboxylic acid. The solution is cooled to 0° and treated with a solution of 0.53 g of phenylmethylene triphenylphosphorane in 4 ml of THF. After 24 hours stirring at 0° the reaction mixture is worked up as described in example 23). A mixture of the isomers (6 parts Z-isomer and 11 parts E-isomer) is obtained.

후처리

  1. additionis treated at room temperature with 1.4 ml of BSA
  2. customA clear solution is obtained
  3. temperatureThe solution is cooled to 0°
  4. stirringAfter 24 hours stirring at 0° the reaction mixture
  5. additionA mixture of the isomers (6 parts Z-isomer and 11 parts E-isomer)
  6. customis obtained

출처 및 근거

ORD 기록
ord-dc8dd81bf2aa4dfbb9c37120f483d2c2
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05856474

연결된 노트

불러오는 중…