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CAS No.: | 24701-69-7 |
---|---|
Name: | 7-AMCA |
Article Data: | 10 |
Molecular Structure: | |
Formula: | C9H12N2O4S |
Molecular Weight: | 244.271 |
Synonyms: | 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-amino-3-(methoxymethyl)-8-oxo- (8CI);5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-amino-3-(methoxymethyl)-8-oxo-, (6R-trans)-;7-Amino-3-(methoxymethyl)-3-cephem-4-carboxylic acid;7-Amino-3-methoxymethyl-D3-cephem-4-carboxylic acid;5-thia-1-azabicyclo[4.2.0]oct-3-ene-4-carboxylic acid, 7-amino-3-(methoxymethyl)-8-oxo-, (6S)-; |
EINECS: | 1592732-453-0 |
Density: | 1.56 g/cm3 |
Boiling Point: | 519.401 °C at 760 mmHg |
Flash Point: | 267.924 °C |
Solubility: | 87.7mg/L at 20℃ |
PSA: | 118.16000 |
LogP: | -0.14790 |
(6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 25 - 30℃; for 5h; immobilized enzyme, pH 6.8; | 81% |
Trimethyl borate
methyl bisulfate
7-Aminocephalosporanic acid
(6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
In methanol; N,N-dimethyl-formamide at 0 - 20℃; for 5h; | 66.88% |
methanol
7-Aminocephalosporanic acid
A
6t-amino-(5ar)-5a,6-dihydro-3H,4H-azeto[2,1-b]furo[3,4-d][1,3]thiazine-1,7-dione
B
(6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
With methanesulfonic acid; trifluorormethanesulfonic acid at 13 - 14℃; for 0.75h; Yield given. Yields of byproduct given; |
7-Aminocephalosporanic acid
A
6t-amino-(5ar)-5a,6-dihydro-3H,4H-azeto[2,1-b]furo[3,4-d][1,3]thiazine-1,7-dione
B
(6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
With methanesulfonic acid; trifluorormethanesulfonic acid In methanol at 13 - 14℃; for 0.75h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
methanol
7-Aminocephalosporanic acid
(6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: methanol; 7-Aminocephalosporanic acid; boron trifluoride In sulfolane Stage #2: With triethylamine In sulfolane; methanol; water | |
With methanesulfonic acid at 5 - 12℃; Reagent/catalyst; Temperature; |
(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
trimethyl orthoformate
(6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
With methanesulfonic acid In acetonitrile at 5 - 40℃; Reagent/catalyst; Solvent; | |
Stage #1: trimethyl orthoformate With boron trifluoride diethyl etherate In acetonitrile at -20 - 25℃; for 0.916667h; Stage #2: (6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid In acetonitrile at 25℃; Temperature; |
Trimethyl borate
(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
With methanesulfonic acid at 5 - 40℃; |
(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
dimethyl sulfate
(6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
With methanesulfonic acid at 5 - 40℃; |
Methyl formate
(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
With methanesulfonic acid at 5 - 40℃; |
Dimethoxymethane
(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
With methanesulfonic acid at 5 - 40℃; |
The CAS register number of 7-AMCA is 24701-69-7. It also can be called as 7-Amino-3-methoxymethyl-3-cephem-4-carboxylic acid and 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-amino-3-(methoxymethyl)-8-oxo-, (6R,7R)-. The molecular formula about this chemical is C9H12N2O4S and the molecular weight is 244.27. It belongs to the Amines.
Physical properties about 7-AMCA are: (1)ACD/LogP: 0.53; (2)#H bond acceptors: 6; (3)#H bond donors: 3; (4)#Freely Rotating Bonds: 4; (5)Polar Surface Area: 118.16Å2; (6)Index of Refraction: 1.663; (7)Molar Refractivity: 58.06 cm3; (8)Molar Volume: 156.6 cm3; (9)Polarizability: 23.01x10-24cm3; (10)Surface Tension: 76.6 dyne/cm; (11)Enthalpy of Vaporization: 85.63 kJ/mol; (12)Boiling Point: 511.4 °C at 760 mmHg; (13)Vapour Pressure: 7.72E-12 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: COCC1=C(SC2C(C(=O)N2C1)N)C(=O)O
(2)InChI: InChI=1/C9H12N2O4S/c1-15-3-4-2-11-7(12)5(10)8(11)16-6(4)9(13)14/h5,8H,2-3,10H2,1H3,(H,13,14)/t5?,8-/m0/s1
(3)InChIKey: WVPBQESNCHTWKX-DWHDZERNBF
(4)Std. InChI: InChI=1S/C9H12N2O4S/c1-15-3-4-2-11-7(12)5(10)8(11)16-6(4)9(13)14/h5,8H,2-3,10H2,1H3,(H,13,14)/t5?,8-/m0/s1
(5)Std. InChIKey: WVPBQESNCHTWKX-DWHDZERNSA-N