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1192491-61-4

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Basic Information

Molecular Structure:
CAS No.:	1192491-61-4
Name:	NXL 104
Article Data:	27

Formula:	C7H10N3NaO6S
Molecular Weight:	287.229
Synonyms:	AvibactaM SodiuM Salt;NXL 104;Sulfuric Acid Mono[(1R,2S,5R)-2-(aMinocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] Ester SodiuM Salt;Avibactam (sodium);AvibactaM SodiuM NXL 104;sodium (1R,2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl sulfate;(2S,5R)-7-Oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide monosodium salt
PSA:	142.44000
LogP:	0.45350

Synthetic route

: 1192651-80-1, 1416134-53-6
({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt

: 1192491-61-4
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions	Yield
Stage #1: ({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt With tetrafluoroboric acid; 2,2,2-trifluoroethanol Stage #2: With sodium hydrogencarbonate at 0℃; for 1h;	100%
With sodium 2-ethylhexanoic acid In ethanol; water at 20℃; for 3h;	99.6%
With sodium 2-ethylhexanoic acid In ethanol; water at 20℃; for 3h;	96.2%

: 2C7H10N3O6S(1-)*C30H66N2(2+)

: 1192491-61-4
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions	Yield
With sodium 2-ethylhexanoic acid In ethanol	89%

: C7H10N3O6S(1-)*C16H34N(1+)

: 1192491-61-4
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions	Yield
With sodium 2-ethylhexanoic acid In ethanol	88%

: C7H10N3O6S(1-)*C14H30N(1+)

: 1192491-61-4
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions	Yield
With sodium 2-ethylhexanoic acid In ethanol	86%

: 2C7H10N3O6S(1-)*C38H66N2(2+)

: 1192491-61-4
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions	Yield
With sodium 2-ethylhexanoic acid In ethanol	86%

: 2C7H10N3O6S(1-)*C29H64N2(2+)

: 1192491-61-4
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions	Yield
With sodium 2-ethylhexanoic acid In ethanol	86%

: (2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide

: 1192491-61-4
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions	Yield
Stage #1: (2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide With pyridine; sulfur trioxide pyridine complex at 20℃; for 20h; Stage #2: With sodium dihydrogenphosphate In water	80%
Multi-step reaction with 2 steps 1.1: α-picoline; thiocyanate trioxide / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere 2.1: 2,2,2-trifluoroethanol; tetrafluoroboric acid 2.2: 1 h / 0 °C View Scheme
Multi-step reaction with 2 steps 1: triethylamine; sulfur trioxide trimethylamine complex / ethanol; water 2: sodium 2-ethylhexanoic acid / ethanol View Scheme
Multi-step reaction with 2 steps 1: triethylamine; sulfur trioxide trimethylamine complex / ethanol; water 2: sodium 2-ethylhexanoic acid / ethanol View Scheme
Multi-step reaction with 3 steps 1.1: sodium hexamethyldisilazane; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere 1.2: -78 - 20 °C / Inert atmosphere 2.1: palladium 10% on activated carbon; hydrogen / acetonitrile / 1.33 h / 20 °C / Inert atmosphere 3.1: sodium hydrogencarbonate / dimethylsulfoxide-d6; water-d2 View Scheme

: (1R,2S,5R)-7-oxo-6-sulfonyloxy-1,6-diazabicyclo[3,2,1]octane-2-carboxamide tributylbenzylammonium

: 1192491-61-4
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions	Yield
With sodium 2-ethylhexanoic acid In ethanol; water at 15 - 40℃; for 4h;	80%
With sodium 2-ethylhexanoic acid In ethanol	4.6 g
With sodium isooctanoate In ethanol; water at 35 - 40℃; for 4h;

: 2C7H10N3O6S(1-)*C28H62N2(2+)

: 1192491-61-4
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions	Yield
With sodium 2-ethylhexanoic acid In ethanol	80%

: 1192500-31-4
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

: sodium 2-ethylhexanoic acid

: 1192491-61-4
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions	Yield
In 2-methyl-propan-1-ol for 0.833333h; Solvent; Time; Concentration; Reflux;	77%

Total:134 Page 1 of 4 1 2 3 4 Next>>

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