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53116-50-0

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CAS No.: 53116-50-0
Name: P-NITROBENZYL 7-PHENYLACETAMINO-3-HYDROXY-3-CEPHEM-4-CARBOXYLATE
Article Data: 3
Molecular Structure:
Molecular Structure of 53116-50-0 (P-NITROBENZYL 7-PHENYLACETAMINO-3-HYDROXY-3-CEPHEM-4-CARBOXYLATE)
Formula: C22H19N3O7S
Molecular Weight: 469.475
Synonyms: P-NITROBENZYL 7-PHENYLACETAMINO-3-HYDROXY-3-CEPHEM-4-CARBOXYLATE
PSA: 167.06000
LogP: 2.90220
Related products
Synthetic route

C22H19N3O6S

53116-50-0

p-nitrobenzyl 7-phenylacetamido-3-hydroxy-3-cephalosporin-4-carboxylate

Conditions
ConditionsYield
Stage #1: C22H19N3O6S With sodium carbonate; p-toluenesulfonyl chloride In dichloromethane at -5℃; for 2h;
Stage #2: With morpholine In dichloromethane for 0.5h; Further stages;		82.7%
53116-49-7

(6R)-3-methylene-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester

53116-50-0

p-nitrobenzyl 7-phenylacetamido-3-hydroxy-3-cephalosporin-4-carboxylate

Conditions
ConditionsYield
With ozone In dichloromethane

(6R,7R)-3-Methylene-5,8-dioxo-7-phenylacetylamino-5λ4-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 4-nitro-benzyl ester

53116-50-0

p-nitrobenzyl 7-phenylacetamido-3-hydroxy-3-cephalosporin-4-carboxylate

Conditions
ConditionsYield
With Lawessons reagent; ozone 1.) CH2Cl2, 2.) CH2Cl2; Yield given. Multistep reaction;
53116-50-0

p-nitrobenzyl 7-phenylacetamido-3-hydroxy-3-cephalosporin-4-carboxylate

C22H19N3O6S

Conditions
ConditionsYield
With aluminum (III) chloride; diphenylsilyl chloride In dichloromethane at 15 - 25℃; for 4h;98.1%
53116-50-0

p-nitrobenzyl 7-phenylacetamido-3-hydroxy-3-cephalosporin-4-carboxylate

36923-17-8

(6R,7R)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: diphenylsilyl chloride; aluminum (III) chloride / dichloromethane / 4 h / 15 - 25 °C
2.1: diisooctyl phenyl phosphite; bromine; 1H-imidazole / dichloromethane / 5 h / -45 - -40 °C
2.2: 0.5 h
3.1: trimethylsilyl bromide / dichloromethane / 5.5 h / 20 - 25 °C
View Scheme
53116-50-0

p-nitrobenzyl 7-phenylacetamido-3-hydroxy-3-cephalosporin-4-carboxylate

C14H13N3O5S*ClH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diphenylsilyl chloride; aluminum (III) chloride / dichloromethane / 4 h / 15 - 25 °C
2.1: diisooctyl phenyl phosphite; bromine; 1H-imidazole / dichloromethane / 5 h / -45 - -40 °C
2.2: 0.5 h
View Scheme
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