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Name	GCLH	EINECS	N/A
CAS No.	64308-63-0	Density	1.399 g/cm³
PSA	101.01000	LogP	4.78350
Solubility	N/A	Melting Point	85-87 °C
Formula	C₂₉H₂₅ClN₂O₄S	Boiling Point	778.92 °C at 760 mmHg
Molecular Weight	533.048	Flash Point	424.876 °C
Transport Information	N/A	Appearance	Off-white to yellowish crystalline powder
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-(chloromethyl)-8-oxo-7-[(phenylacetyl)amino]-, diphenylmethyl ester,(6R,7R)- (9CI);5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-(chloromethyl)-8-oxo-7-[(phenylacetyl)amino]-, diphenylmethyl ester, (6R-trans)-;7-Phenylacetamido-3-(chloromethyl)-3-cephem-4-carboxylic acid diphenylmethylester;

GCLH Synthetic route

: (6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxyli acid diphenylmethyl ester hydrochloride

: 103-80-0
phenylacetyl chloride

: 64308-63-0
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Conditions

Conditions	Yield
With 2,6-dimethylpyridine; triethylamine In acetonitrile at 0 - 20℃;	97%

: 64308-63-0
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 153432-70-3
2-(tributylstannyl)-1-<<2-(trimethylsilyl)ethoxy>methyl>-1H-indole

: diphenylmethyl 8-oxo-7-<(phenylacetyl)amino>-3-<<1'-<<2-(trimethylsilyl)ethoxy>methyl>-1'H-indol-2'-yl>methyl>-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; trifuran-2-yl-phosphane In tetrahydrofuran at 60℃; for 2h;	95%

: 118486-94-5
2-(tributylstannyl)furan

: 64308-63-0
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 36242-70-3
(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

Conditions	Yield
With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran for 1h; Heating;	92%

: 54663-78-4
tributyl(thien-2-yl)stannane

: 64308-63-0
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 36242-69-0
(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

Conditions	Yield
With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran for 2.5h; Heating;	87%

: 70744-47-7
(p-methoxyphenyl)tri-n-butylstannane

: 64308-63-0
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 36242-67-8
(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

Conditions	Yield
With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran for 24h; Heating;	81%

: 64308-63-0
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 6-Tributylstannyl-2',3'-isopropylidene-5'-O-methoxymethyluridine

: 3-<(2',3'-Isopropylidene-5'-O-methoxymethyl)uridin-6-yl>methyl-8-oxo-7-<(phenylacetyl)amino>-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid diphenylmethyl ester

Conditions

Conditions	Yield
With copper(l) iodide; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran at 60℃; for 0.5h;	79%

: 64308-63-0
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 609812-88-6
(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

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

: 64308-63-0
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 852671-27-3
(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

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

: 64308-63-0
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 609812-77-3
(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

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

: 64308-63-0
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 852671-30-8
(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

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

GCLH Chemical Properties

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 Uses

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 Specification

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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