phenylacetyl chloride
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine; triethylamine In acetonitrile at 0 - 20℃; | 97% |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
2-(tributylstannyl)-1-<<2-(trimethylsilyl)ethoxy>methyl>-1H-indole
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; trifuran-2-yl-phosphane In tetrahydrofuran at 60℃; for 2h; | 95% |
2-(tributylstannyl)furan
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R,7R)-3-Furan-2-ylmethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
Conditions | Yield |
---|---|
With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran for 1h; Heating; | 92% |
tributyl(thien-2-yl)stannane
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R,7R)-8-Oxo-7-phenylacetylamino-3-thiophen-2-ylmethyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
Conditions | Yield |
---|---|
With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran for 2.5h; Heating; | 87% |
(p-methoxyphenyl)tri-n-butylstannane
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R)-3-(4-methoxy-benzyl)-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
Conditions | Yield |
---|---|
With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran for 24h; Heating; | 81% |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Conditions | Yield |
---|---|
With copper(l) iodide; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran at 60℃; for 0.5h; | 79% |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R,7R)-8-Oxo-3-[(Z)-3-(2-oxo-2H-chromen-7-yloxy)-propenyl]-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: NaI / acetone / 1 h / 20 °C 2.1: 0.715 g / ethyl acetate / 12 h 3.1: aq. NaOH / CH2Cl2 / 0.5 h / 20 °C 3.2: 28 percent / CH2Cl2 / 20 °C 4.1: 71 percent / TFA / CH2Cl2; methoxybenzene / 1 h / 0 °C View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(5S,6R,7R)-5,8-Dioxo-3-[(Z)-3-(2-oxo-2H-chromen-7-yloxy)-propenyl]-7-phenylacetylamino-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: NaI / acetone / 1 h / 20 °C 2.1: 0.715 g / ethyl acetate / 12 h 3.1: aq. NaOH / CH2Cl2 / 0.5 h / 20 °C 3.2: 28 percent / CH2Cl2 / 20 °C 4.1: m-CPBA / CH2Cl2 / 0.33 h 5.1: 16.71 mg / TFA / CH2Cl2; methoxybenzene / 1 h / 0 °C View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R,7R)-8-Oxo-3-[(Z)-3-(2-oxo-2H-chromen-7-yloxy)-propenyl]-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: NaI / acetone / 1 h / 20 °C 2.1: 0.715 g / ethyl acetate / 12 h 3.1: aq. NaOH / CH2Cl2 / 0.5 h / 20 °C 3.2: 28 percent / CH2Cl2 / 20 °C View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(5S,6R,7R)-5,8-Dioxo-3-[(Z)-3-(2-oxo-2H-chromen-7-yloxy)-propenyl]-7-phenylacetylamino-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: NaI / acetone / 1 h / 20 °C 2.1: 0.715 g / ethyl acetate / 12 h 3.1: aq. NaOH / CH2Cl2 / 0.5 h / 20 °C 3.2: 28 percent / CH2Cl2 / 20 °C 4.1: m-CPBA / CH2Cl2 / 0.33 h View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R)-7t-amino-8-oxo-3-thiophen-2-ylmethyl-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 87 percent / tri(2-furyl)phosphine / bis(dibenzylideneacetonyl)palladium / tetrahydrofuran / 2.5 h / Heating 2: 1.) PCl5, 2.) 1,3-propanediol / 1.) pyridine View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 92 percent / tri(2-furyl)phosphine / bis(dibenzylideneacetonyl)palladium / tetrahydrofuran / 1 h / Heating 2: 1.) PCl5, 2.) 1,3-propanediol / 1.) pyridine View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R,7R)-7-Amino-8-oxo-3-thiazol-5-ylmethyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 30 percent / tri(2-furyl)phosphine / bis(dibenzylideneacetonyl)palladium / tetrahydrofuran / 24 h / Heating 2: 1.) PCl5, 2.) 1,3-propanediol / 1.) pyridine View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 56 percent / tri(2-furyl)phosphine / bis(dibenzylideneacetonyl)palladium / tetrahydrofuran / 14 h / Heating 2: 1.) PCl5, 2.) 1,3-propanediol / 1.) pyridine View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R,7R)-7-Amino-3-(2-methylsulfanyl-thiazol-5-ylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 75 percent / tri(2-furyl)phosphine / bis(dibenzylideneacetonyl)palladium / tetrahydrofuran / 10 h / Heating 2: 1.) PCl5, 2.) 1,3-propanediol / 1.) pyridine View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R,7R)-3-(2-Acetyl-thiazol-5-ylmethyl)-7-amino-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 61 percent / tri(2-furyl)phosphine / bis(dibenzylideneacetonyl)palladium / tetrahydrofuran / 19 h / Heating 2: 1.) PCl5, 2.) 1,3-propandiol / 1.) pyridine View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 75 percent / tri(2-furyl)phosphine / bis(dibenzylideneacetonyl)palladium / tetrahydrofuran / 5 h / Heating 2: 1.) PCl5, 2.) 1,3-propanediol / 1.) pyridine View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R,7R)-7-Amino-8-oxo-3-(2-phenylsulfanyl-thiazol-5-ylmethyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 70 percent / tri(2-furyl)phosphine / bis(dibenzylideneacetonyl)palladium / tetrahydrofuran / 5 h / Heating 2: 1.) PCl5, 2.) 1,3-propanediol / 1.) pyridine View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 87 percent / tri(2-furyl)phosphine / bis(dibenzylideneacetonyl)palladium / tetrahydrofuran / 2.5 h / Heating 2: 1.) PCl5, 2.) 1,3-propanediol / 1.) pyridine 3: CH2Cl2 View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 92 percent / tri(2-furyl)phosphine / bis(dibenzylideneacetonyl)palladium / tetrahydrofuran / 1 h / Heating 2: 1.) PCl5, 2.) 1,3-propanediol / 1.) pyridine 3: CH2Cl2 View Scheme |
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-8-oxo-3-thiazol-5-ylmethyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 30 percent / tri(2-furyl)phosphine / bis(dibenzylideneacetonyl)palladium / tetrahydrofuran / 24 h / Heating 2: 1.) PCl5, 2.) 1,3-propanediol / 1.) pyridine 3: CH2Cl2 View Scheme |
Molecular Formula: C29H25ClN2O4S
Molecular Weight: 533.04g/mol
Mol File: 64308-63-0 .mol
Melting Point: 85-87 °C
Index of Refraction: 1.685
Molar Refractivity: 144.88 cm3
Molar Volume: 381.1 cm3
Surface Tension: 66.6 dyne/cm
Density: 1.39 g/cm3
Flash Point: 424.9 °C
Enthalpy of Vaporization: 113.35 kJ/mol
Boiling Point: 778.9 °C at 760 mmHg
Vapour Pressure: 3.32E-24 mmHg at 25 °C
Appearance: Off-white to yellowish crystalline powder
Structure of GCLH (CAS NO.64308-63-0):
Product Category of GCLH (CAS NO.64308-63-0): Organic acids;Heterocyclic Compounds;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
GCLH (CAS NO.64308-63-0) is an intermediate in the synthesis of various beta-lactam antibiotics。It is a broader antibacterial spectrum, penicillin-resistant enzymes, high efficacy, low toxicity and fewer allergic reactions. It occupies a very important anti-infective therapy position.
GCLH , its cas register number is 64308-63-0. It also can be called 7-Phenylacetamido-3-chloromethyl-3-cephem-4-carboxylic acid di-phenyl methyl ester .
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