18159-32-5

Basic information

• Product Name: 3,3a,4,5,6,7-hexahydro-2H-Indole
• Synonyms: 3,3a,4,5,6,7-hexahydro-2H-Indole
• CAS NO: 18159-32-5
• Molecular Formula: C₈H₁₃N
• Molecular Weight: 123.19552
• Mol File: 18159-32-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,3a,4,5,6,7-hexahydro-2H-Indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3a,4,5,6,7-hexahydro-2H-Indole(18159-32-5)
• EPA Substance Registry System: 3,3a,4,5,6,7-hexahydro-2H-Indole(18159-32-5)

Safety Data

• Hazardous Substances Data: 18159-32-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Canadian Journal of Chemistry, 35, p. 651, 1957 DOI: 10.1139/v57-094Tetrahedron, 52, p. 3705, 1996 DOI: 10.1016/0040-4020(96)00046-4

Upstream product

• 87266-80-6 N-oxido-Δ¹⁽⁸⁾-hexahydroindole 
• 13652-31-8 N-(cyclohexylidene)isopropylamine 
• 99176-23-5 2-(1,4-dioxaspiro[4.5]dec-6-yl)ethylamine 
• 2402-57-5 2-(2-chloroethyl)cyclohexanone 
• 1193-68-6 cis-octahydroindole 
• 574-98-1 2-(2-bromoethyl)isoindoline-1,3-dione 
• 109-99-9 tetrahydrofuran 
• 95192-95-3 (1,4-dioxaspiro[4.5]dec-6-yl)acetonitrile 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 114144-22-8 2,3-dihydro-7-chloro-1H-indole 
• 23456-78-2 1,4,5,6-tetrahydro-7H-indol-7-one 
• 53924-05-3 7-chloro-1H-indole 
• 13618-91-2 4,5,6,7-tetrahydroindole 
• 101288-56-6 1-benzoyl-octahydro-indole-7a-carbonitrile 
• 101864-54-4 1-(3,4-dimethoxy-phenethyl)-2,3,4,5,6,7-hexahydro-indole 

Relevant articles and documents

Photochemical rearrangement of oxaziridines and nitrones in the hexahydroindole series: A convenient synthetic route to 1-azabicyclo[5.2.0]nonan-2-ones as novel rgd mimetics

(equation presented) Photolysis of oxaziridines a or nitrones b provides a convenient synthetic route to fused bicyclic lactams c adequately substituted on both cycles A and B as scaffolds for mimicking conformationally constrained β-turn peptides as in the tripeptide RGD signaling motif of fibronectin.

STEREOSELECTIVE SYNTHESIS OF THE TRICYCLIC CONDENSED DERIVATIVES OF THIAZOLIDINE

The perhydro derivatives of thiazoloquinoline, thiazolocyclopentapyridine, thiazoloindole, and cyclopentapyrrolothiazole and also their 2-methyl derivatives were synthesized by the addition of thiirane and methylthiirane at the C=N bond in bicyclic imines of the 2,3,4,4a,5,6,7,8-octahydroquinoline type.An alternative method involves reaction of the thiiranes with amino ketones of the 2,2-ethylenedioxycyclohexylpropylamine type, protected at the carbomyl group, followed by acid deblocking and cyclization by treatment with alkali.The last method is the only method for the production of perhydrocyclopentapyrrolothiazoles, since 2,3,3a,4,5,6-hexahydrocyclopentapyrrole is not a stable imine.Some of the compounds were obtained in the form of single diastereomers, the configurations of which for the two subjects were determined by NMR.In other cases mixtures of the stereoisomers are formed with a srtong preponderance of one of them; arguments concerning their configurations are presented.It is shown that both methods of synthesis lead to an identical stereochemical result.