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64308-63-0

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Basic Information
CAS No.: 64308-63-0
Name: GCLH
Molecular Structure:
Molecular Structure of 64308-63-0 (GCLH)
Formula: C29H25ClN2O4S
Molecular Weight: 533.048
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;
Density: 1.399 g/cm3
Melting Point: 85-87 °C
Boiling Point: 778.92 °C at 760 mmHg
Flash Point: 424.876 °C
Appearance: Off-white to yellowish crystalline powder
PSA: 101.01000
LogP: 4.78350
Related products
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
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Chemistry

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

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.

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 .