1353648-24-4

Basic information

• Product Name: (6R,7S)-7-(BenzoylaMino)-3-(chloroMethyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid DiphenylMethyl Ester
• Synonyms: (6R,7S)-7-(BenzoylaMino)-3-(chloroMethyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid DiphenylMethyl Ester
• CAS NO: 1353648-24-4
• Molecular Formula: C28H23ClN2O5
• Molecular Weight: 502.94562
• Product Categories: Aromatics, Heterocycles, Intermediates, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 1353648-24-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 746.0±60.0 °C(Predicted)
• Appearance: /
• Density: 1.40±0.1 g/cm3(Predicted)
• Solubility: Chloroform, Ethyl Acetate
• PKA: 12.06±0.60(Predicted)
• CAS DataBase Reference: (6R,7S)-7-(BenzoylaMino)-3-(chloroMethyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid DiphenylMethyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: (6R,7S)-7-(BenzoylaMino)-3-(chloroMethyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid DiphenylMethyl Ester(1353648-24-4)
• EPA Substance Registry System: (6R,7S)-7-(BenzoylaMino)-3-(chloroMethyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid DiphenylMethyl Ester(1353648-24-4)

Safety Data

• Hazardous Substances Data: 1353648-24-4(Hazardous Substances Data)

Usage

Uses

(6R,7S)-7-(Benzoylamino)-3-(chloromethyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Diphenylmethyl Ester is an intermediate in the preparation of 1-oxacephem based antibiotics.

Upstream product

• 83273-83-0 diphenylmethyl 7α-benzoylamino-3β-phenylthio-3α-chloromethyl-1-oxacepham-4α-carboxylate 
• 83262-30-0 diphenylmethyl 7α-benzoylamino-3β-phenylseleno-3α-chloromethyl-1-oxacepham-4α-carboxylate 
• 69780-18-3 6-epipenicillin sulfoxide 
• 67977-88-2 (R)-3-Hydroxymethyl-2-((1R,5S)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester 
• 74242-86-7 Diphenylmethyl-2-(3R,4R-3-benzamido-4-chlor-2-oxo-azetidin-1-yl)-3-chlormethyl-3-butenoat 
• 67977-90-6 (R)-3-Nitrooxymethyl-2-((1R,5S)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester 
• 67977-85-9 (R)-2-((1R,5S)-7-Oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-phenylsulfanylmethyl-but-3-enoic acid benzhydryl ester 
• 67977-91-7 (2R,6R,7R)-7-Benzoylamino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester 
• 67977-61-1 epi-Secopenicillin 
• 68313-69-9 Diphenylmethyl-2-(1R,5S-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl)-3,4-dihydroxy-3-chlormethylbutyrat 
• 67977-79-1 (R)-3-chloromethyl-2-((1R)-7-oxo-3-phenyl-(1rH,5cH)-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester 
• 77210-11-8 (2R,3S,6R,7R)-7-Benzoylamino-3-chloromethyl-3-hydroxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester 
• 77210-12-9 (2R,3R,6R,7R)-7-Benzoylamino-3-chloromethyl-3-hydroxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester 
• 1186615-53-1 (2S,6R,7R)-7-Benzoylamino-3-chloro-3-chloromethyl-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester 

Relevant articles and documents

A preparation method of the nuclear intermediate oxygen spore mother, its solvent compound and its preparation method (by machine translation)

The invention discloses a method for preparing oxygen spore mother nuclear intermediate, its solvent compound and its preparation method. This invention adopts the chlorination reaction for preparing the oxygen spore mother nuclear intermediate, selection of a particular catalyst, does not need additional organic base can be added in rapid reaction, the reaction temperature is low, few by-products, the resulting product quality is high. The invention also relates to the intermediate in acetonitrile solution containing crystalline, with acetonitrile to form a new compound solvent, large crystalline particles, good stability, easy to filter and storage, the product yield is high, and is suitable for industrial production. (by machine translation)

New route to 3-(substituted) methyl 1-oxa- and (1-thia)cephems from 3-exomethylene intermediates via sulfenyl chloride adducts

Addition of methane- and benzenesulfenyl chlorides to 3-exomethylene-1-oxacephams 10 and 14 gave 3β-sulfenyl-3α-chloromethyl adducts 11 and 15. Nucleophilic substitution of the adducts proceeded facilely to afford compounds 18-23, which were converted into Δ3-dervatives 26 and 27 by oxidative elimination. This new route, as illustrated by the sequence 6 → 7 → 8 → 3, has an essential advantage in using the saturated intermediated 7 and 8 with a stabler β-lactam ring which is compatible in nucleophilic substitution, alkaline ester hydrolysis and further manipulations. These synthetic features are well demonstrated by successful synthesis of 1-oxacefamandol 35 and 7β-(2-thienylacetyl-amino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-ceph em-4-carboxylic acid (45).

STEREOCONTROLLED, STRAIGHTFORWARD SYNTHESIS OF 3-SUBSTITUTED METHYL 7α-METHOXY-1-OXACEPHEMS

Stereocontrolled and industrially feasible synthesis of a new antibiotic 1a and related derivates, which is characterized by using all the carbon atoms of the penicillin skeleton, is described.