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(S,S)-2,8-Diazabicyclo[4,3,0]nonane
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Name

(S,S)-2,8-Diazabicyclo[4,3,0]nonane

 EINECS 604-779-3
CAS No. 151213-42-2 Density 0.95 g/cm3
PSA 24.06000 LogP 0.61540
Solubility N/A Melting Point N/A
Formula C7H14N2 Boiling Point 198.5 °C at 760 mmHg
Molecular Weight 126.202 Flash Point 87.1 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 151213-42-2 ((S,S)-2,8-Diazabicyclo[4,3,0]nonane) Hazard Symbols N/A
Synonyms

1H-Pyrrolo[3,4-b]pyridine,octahydro-, (4aR-cis)-;(1R,6R)-2,8-Diazabicyclo[4.3.0]nonane;[(4AR,7aR)-Octahydro-6H-pyrrolo[3,4-b]pyridine;

Article Data 7

(S,S)-2,8-Diazabicyclo[4,3,0]nonane Synthetic route

151213-43-3

[R,R]-8-benzyl-2,8-diazabicyclo[4.3.0]nonane

151213-42-2

[R,R]-2,8-diazabicyclo[4.3.0]nonane

Conditions
ConditionsYield
With hydrogen; 5%-palladium/activated carbon In methanol at 90℃; under 67506.8 Torr; for 5h;85%
9.61 g (85%)
9.61 g (85%)
With palladium on activated charcoal; hydrogen In methanol
1038923-76-0

(R,R)-6-(toluene-4-sulfonyl)-octahydro-pyrrolo[3,4-b]pyridine

151213-42-2

[R,R]-2,8-diazabicyclo[4.3.0]nonane

Conditions
ConditionsYield
Stage #1: (R,R)-6-(toluene-4-sulfonyl)-octahydro-pyrrolo[3,4-b]pyridine With hydrogen bromide; propionic acid; phenol In water for 6 - 7h; Heating / reflux;
Stage #2: With sodium hydroxide In water pH=11 - 12;		80.1%

8-benzyl-2,8-diazabicyclo[4.3.0]nonane

151213-42-2

[R,R]-2,8-diazabicyclo[4.3.0]nonane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: D-tartaric acid / N,N-dimethyl-formamide; 2-methoxy-ethanol
2: palladium on activated charcoal; hydrogen / methanol
View Scheme

6,7-dihydro-5H-pyrrolo[3,4-b]pyridine hydrochloride salt

A

151213-42-2

[R,R]-2,8-diazabicyclo[4.3.0]nonane

B

151213-40-0

(1S,6S)-2,8-diazabicyclo[4.3.0]nonane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 25 - 35 °C
2.1: hydrogen; 5%-palladium/activated carbon / toluene / 24 h / 80 °C / 6000.6 Torr
2.2: Reflux
View Scheme
1558014-39-3

(S)-2-(6-methoxynaphthalen-2-yl)-1-(5H-pyrrolo[3,4-b]pyridin-6(7H)-yl)propan-1-one

A

151213-42-2

[R,R]-2,8-diazabicyclo[4.3.0]nonane

B

151213-40-0

(1S,6S)-2,8-diazabicyclo[4.3.0]nonane

Conditions
ConditionsYield
Stage #1: (S)-2-(6-methoxynaphthalen-2-yl)-1-(5H-pyrrolo[3,4-b]pyridin-6(7H)-yl)propan-1-one With 5%-palladium/activated carbon; hydrogen In toluene at 80℃; under 6000.6 Torr; for 24h;
Stage #2: With hydrogen bromide; phenol In acetic acid; propionic acid Reflux;		A n/a
B n/a
1257241-37-4

6-(2,4-dimethoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine

A

151213-42-2

[R,R]-2,8-diazabicyclo[4.3.0]nonane

B

151213-40-0

(1S,6S)-2,8-diazabicyclo[4.3.0]nonane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: trifluoroacetic acid; triethylsilane / 4 h / 60 - 65 °C
1.2: 20 °C
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 25 - 35 °C
3.1: hydrogen; 5%-palladium/activated carbon / toluene / 24 h / 80 °C / 6000.6 Torr
3.2: Reflux
View Scheme

C14H16N2O

151213-42-2

[R,R]-2,8-diazabicyclo[4.3.0]nonane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / -5 - 20 °C
2: palladium 10% on activated carbon; hydrogen / ethanol / 40 °C / 2250.23 - 3750.38 Torr
3: L-Tartaric acid / isopropyl alcohol; water / 20 - 80 °C
View Scheme
5654-94-4

2,8-diazabicyclo-[4.3.0]-nonane

151213-42-2

[R,R]-2,8-diazabicyclo[4.3.0]nonane

Conditions
ConditionsYield
With L-Tartaric acid In water; isopropyl alcohol at 20 - 80℃;3.8 g

C18H25N3O

151213-42-2

[R,R]-2,8-diazabicyclo[4.3.0]nonane

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ethyl acetate / 70 °C
2: sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / -5 - 20 °C
3: palladium 10% on activated carbon; hydrogen / ethanol / 40 °C / 2250.23 - 3750.38 Torr
4: L-Tartaric acid / isopropyl alcohol; water / 20 - 80 °C
View Scheme
151213-42-2

[R,R]-2,8-diazabicyclo[4.3.0]nonane

112811-72-0

1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

moxifloxacin

Conditions
ConditionsYield
With nano iron oxide on ZrO2 coated sulfonic acid In water for 0.416667h; Reflux;96%
at 150℃; Microwave irradiation;83%

(S,S)-2,8-Diazabicyclo[4,3,0]nonane Chemical Properties

Product Name: 1H-Pyrrolo[3,4-b]pyridine,octahydro-, (4aR,7aR)- (CAS NO.151213-42-2)

Molecular Formula: C7H14N2
Molecular Weight: 126.2g/mol
Mol File: 151213-42-2.mol
Boiling point: 198.5 °C at 760 mmHg
Flash Point: 87.1 °C
Density: 0.95 g/cm3
Surface Tension: 31.5 dyne/cm
Enthalpy of Vaporization: 43.47 kJ/mol
Vapour Pressure: 0.358 mmHg at 25°C
Product Categories: pharmacetical; API intermediates; pharmaceutical intermediates

(S,S)-2,8-Diazabicyclo[4,3,0]nonane Specification

 1H-Pyrrolo[3,4-b]pyridine,octahydro-, (4aR,7aR)- , its CAS NO. is 151213-42-2, the synonym is (4aR,7aR)-octahydro-1H-pyrrolo[3,4-b]pyridine .

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