(6R,7R)-3-Chloromethyl-7-methoxy-8-oxo-7-(p-toluoylamino)-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester

Base Information

• Chemical Name: (6R,7R)-3-Chloromethyl-7-methoxy-8-oxo-7-(p-toluoylamino)-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester
• CAS No.: 68314-38-5
• Molecular Formula: C30H27ClN2O6
• Molecular Weight: 547.007
• Mol file: 68314-38-5.mol

Synonyms:(6R,7R)-3-Chloromethyl-7-methoxy-8-oxo-7-(p-toluoylamino)-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester;(6R,7R)-3-ChloroMethyl-7-Methoxy-8-oxo-7-(p-toluoylaMino)-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylMethyl este

Chemical Property of (6R,7R)-3-Chloromethyl-7-methoxy-8-oxo-7-(p-toluoylamino)-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester

Chemical Property:

• Boiling Point: 744.2±60.0 °C(Predicted)
• PKA: 11.61±0.60(Predicted)
• PSA: 94.17000
• Density: 1.38±0.1 g/cm3(Predicted)
• LogP: 4.42050

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (6R,7R)-3-Chloromethyl-7-methoxy-8-oxo-7-(p-toluoylamino)-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester

There total 12 articles about (6R,7R)-3-Chloromethyl-7-methoxy-8-oxo-7-(p-toluoylamino)-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(6R,7R)-benzhydryl 7-(N-chloro-4-methylbenzamide)-3-(chloromethyl)-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate + lithium methanolate (865-34-9) → (6R,7R)-benzhydryl 7-(4-methylbenzamide)-3-(chloromethyl)-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (68314-38-5)

Guidance literature:

With hydrogenchloride; acetic acid; sodium sulfite; at -46 - 48 ℃; for 0.5h;

Reference yield: 90.0%

methanol (67-56-1) + 7-(4-methylbenzamido)-3-chloromethyloxycephalosporanic acid diphenylmethyl ester → (6R,7R)-benzhydryl 7-(4-methylbenzamide)-3-(chloromethyl)-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (68314-38-5)

Guidance literature:

With ammonium cerium (IV) nitrate; at 25 ℃; for 16h; Temperature;

Reference yield:

7-(N-4-methylbenzamide)-3-(chloromethyl)-8-oxo-5-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester (91177-27-4) + lithium methanolate (865-34-9) → (6R,7R)-benzhydryl 7-(4-methylbenzamide)-3-(chloromethyl)-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (68314-38-5)

Guidance literature:

With tert-butylhypochlorite; In methanol; dichloromethane; at -45 ℃;

DOI:10.1016/j.cclet.2012.01.014

upstream raw materials:

6β-(4-toluamido)penicillanic acid

C₂₉H₂₈N₂O₅S

C₂₉H₂₆N₂O₄

diphenylmethyl (2R,6R,7R)-3-methylene-7-[(4-methylbenzoyl)amino]-8-oxo-5-oxa-1-azabicyclo[4.2.0]octane-2-carboxylate

Downstream raw materials:

(6R,7R)-benzhydryl (7-(2-difluoromethylthio)acetamido)-3-(chloromethyl)-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4,2,0]oct-2-ene-2-carboxylate

C₃₀H₂₆Cl₂N₂O₆S

C₃₀H₂₈F₂N₃O₆S⁽¹⁺⁾*I^(1-)

C₃₃H₃₂F₂N₃O₆S⁽¹⁺⁾*I^(1-)

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