230287-23-7

Basic information

• Product Name: Benzenemethanamine, N-1,4-dioxaspiro[4.5]dec-8-ylidene-
• CAS NO: 230287-23-7
• Molecular Formula: C15H19NO2
• Molecular Weight: 245.321
• Mol File: 230287-23-7.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-1,4-dioxaspiro[4.5]dec-8-ylidene-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-1,4-dioxaspiro[4.5]dec-8-ylidene-(230287-23-7)
• EPA Substance Registry System: Benzenemethanamine, N-1,4-dioxaspiro[4.5]dec-8-ylidene-(230287-23-7)

Safety Data

• Hazardous Substances Data: 230287-23-7(Hazardous Substances Data)

Upstream product

• 4746-97-8 cyclohexanedione monoethylene ketal 
• 62-53-3 aniline 
• 100-46-9 benzylamine 

Downstream Products

• 419569-90-7 1'-benzyl-2'-oxo-1',2',4',6',7',7a'-hexahydrospiro[1,3-dioxolane-2,5'-[5H]indole]-3'-acetic acid 
• 945386-60-7 C₁₈H₂₃NO₂ 

Relevant articles and documents

Radical Cyclizations in the Synthesis of 3-Methyl-cis-octahydroindol-5-ones

Three approaches to the stereoselective synthesis of 3-methyl-cis-octahydroindoles through a 5-endo-trig radical cyclization are described. First, starting from an N-vinyl-α-chloroacetamide, the cyclization was followed by lactam methylenation and hydrogenation. Second, starting from an alkyne-tethered enamide, the cyclization was promoted by Bu3SnH, and this was followed by protonolysis of the vinylstannane and hydrogenation of the exocyclic alkene. Third, through a 2,2-dichloropropanamide cyclization onto an alkenyl bond, and hydrogenation of the resulting endocyclic double bond; this represents the most efficient sequence to form the target compounds. 1,5-Enyne cyclizations through a 5-endo-trig process are reported. Here, a remote functional group (ketal or ketone), allowed the diastereoselectivity of the octahydroindole ring formation to be reversed through steric control of the facial selectivity in the hydrogen radical delivery step.

Synthesis of the tetracyclic ABCD ring systems of madangamines D-F

Synthesis of the tetracyclic cores of madangamines D-F was achieved, featuring a reductive radical process from an ethoxycarbonyldichloroacetamide to build the morphan nucleus, a Mitsunobu-type aminocyclization toward the common diazatricyclic intermediate, and ring-closing metathesis reactions for the macrocyclization step leading to the 13- to 15-membered rings.

New insights into NIS-promoted aminocyclization. Synthesis of decahydroquinolines from 2-allylcyclohexylamines

Equation Presented Bishomoallylic secondary amines embodying the 2-allyl-N-benzylcyclohexylamine unit react with NIS to undergo cyclization through 6-endo processes in either the cis or trans series. Nevertheless, when the resulting cis-3-iododecahydroqui