cis-Octahydro-isoindole Chemical Properties

Boiling point:

90 °C(Press: 14 Torr)

Density 

1.081 g/cm3

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

11.53±0.20(Predicted)

form 

liquid

color 

Yellow

CAS DataBase Reference

21850-12-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2933998090

cis-Octahydro-isoindole Usage And Synthesis

Uses

Octahydro-isoindole is used in the preparation of nitrogen containing heterocycles as FGFR inhibitors.

Synthesis

The main synthetic methods are as follows: 1. cis-tetrahydrophthalimide as raw material, cis-isodihydroisoindole was obtained by reduction with tetrahydrolithium aluminum, followed by catalytic hydrogenation to obtain cis-perhydroisoindole 2. cis-hexahydrophthalimide as raw material, isodihydroisoindole was obtained by palladium-carbon catalytic hydrogenation reduction, followed by ruthenium catalyzed hydrochemical reaction to obtain cis-perhydroisoindole 3. cis-hexahydrophthalimide was obtained as raw material, using tetrahydrolithium aluminum, borane-tetrahydrofuran complex, sodium borohydride-sulfuric acid complex system or potassium borohydride-magnesium chloride complex system to obtain cis-perhydroisoindole. The first two methods require high price transition metal catalysts, which are difficult to be applied to large-scale production with high cost. The third method of raw materials is relatively inexpensive and easy to obtain, but the lithium aluminum tetrahydrogen and borane - tetrahydrofuran complexes used are flammable and explosive, the price is high, the reaction requirements of the harsh conditions is also difficult to be applied to industrial production; the use of sodium borohydride - sulfuric acid composite reaction system or potassium borohydride - magnesium chloride composite reaction system with a low yield, and the use of tetrahydrofuran solvent must be lower boiling point to get the best results, the existence of the yield is not high, and the solvent is flammable and explosive. It is necessary to use tetrahydrofuran solvent with lower boiling point to get the best result, which has the problems of low yield, flammable and explosive solvent, difficult to recycle, and high cost of production with large amount of reagent.

cis-Octahydro-isoindole(21850-12-4)Related Product Information

• Indole-3-acetic acid
• Indole-3-butyric acid
• 3,5-Diisopropylbenzene hydroperoxide
• Indoline
• Indometacin
• Tandospirone
• CYTOCHALASIN J
• CYTOCHALASIN B
• Cytochalasin H
• DIHYDROCYTOCHALASIN B
• 1,2-Cyclohexanedicarboximide
• GELSEMINE HYDROCHLORIDE
• CYTOCHALASIN D
• CYTOCHALASIN E
• Mitiglinide calcium dihydrate
• cis-Octahydroisoindole
• GELSEMINE
• CYTOCHALASIN A