111423-98-4

Upstream product

• 111423-96-2 N-benzyl-2-oxopiperidine-(S)-spiro-2'-<1(R)-hydroxycyclohexane> 
• 112496-44-3 2-(3-benzylaminopropyl)cyclohexanone ethylene acetal 
• 4594-78-9 cyclohexanone-2-propionitrile 
• 92423-37-5 2-(3-aminopropyl)cyclohexanone ethylene acetal 
• 78108-84-6 (+/-)-6-(2'-cyanoethyl)-1,4-spiro<4.5>decane 
• 142643-40-1 (6S,7R,11R)-2-Benzyl-7-hydroxy-11-phenylsulfanyl-2-aza-spiro[5.5]undecane-1,3-dione 
• 100-46-9 benzylamine 
• 142643-37-6 (6R,7R)-2-Benzyl-7-hydroxy-2-aza-spiro[5.5]undecane-1,3-dione 
• 112496-45-4 2-benzyl-2-azaspiro<5.5>undecan-7-one 
• 134746-05-7 1-Benzyl-3-((E)-7-chloro-6-methyl-hept-5-enyl)-piperidin-2-one 
• 134746-04-6 1-Benzyl-3-((E)-7-hydroxy-6-methyl-hept-5-enyl)-piperidin-2-one 
• 134746-03-5 1-Benzyl-3-(6-methyl-hept-5-enyl)-piperidin-2-one 
• 134746-06-8 (6R,7R)-2-Benzyl-7-isopropenyl-2-aza-spiro[5.5]undecan-1-one 
• 4783-65-7 N-benzyl-2-piperidinone 

Downstream Products

• 49620-06-6 (+/-)-isonitramine 

Relevant academic research and scientific papers

Synthesis of (±)-nitramine and (±)-isonitramine by utilizing stereoselective reduction of ethyl 1-(3-bromopropyl)-2-oxocyclohexanecarboxylate

Formal synthesis of (±)-nitramine (1) and (±)-isonitramine (2) was achieved. Thus, the reduction of ethyl 1-(3-bromopropyl)-2-oxocyclohexanccarboxylate (6) with NaBH4 in MeOH gave the corresponding cyclohexanol (7) having cis geometry between h

Biomimetic synthesis of nitraria alkaloids: Stereoselective spirocyclization reactions

The Michael-induced spirocyclization of 2-alkylidene glutarimides offers a highly stereoselective method for a biomimetic synthesis of nitramine and for the construction of the nitraramine carbon-nitrogen framework.

Stereoselective Synthesis of (+/-)-Isonitramine and (+/-)-Sibirine

Spirocyclic alkaloids, (+/-)-isonitramine and (+/-)-sibirine were synthesized in high overall yields via a chemoselective reduction by Hantzsch ester (HEH), a coenzyme NADH model compound.

A TOTAL SYNTHESIS OF SPIROCYCLIC ALKALOIDS VIA AN INTRAMOLECULAR SN2' LACTAM ENOLATE ALKYLATION

The spirocyclic alkaloid, isonitramine 2 has been synthesized in a higly stereoselective manner by intramolecular SN2' lactam enolate alkylation route.

Synthesis of (+/-)-Nitramine and (+/-)-Isonitramine

The alkaloids (+/-)-nitramine (1; R=H) and (+/-)-isonitramine (2; R=H) have been synthesized, employing an intramolecular Mannich rection to set up the spirocyclic ring system.

ENANTIOSELECTIVE TOTAL SYNTHESES OF SIBIRINE, NITRAMINE, AND ISONITRAMINE

The stereoselective Birch reductive alkylation strategy has provided total syntheses and configurational assignments for the 1-azaspiroundecane alkaloids sibirine (1), isonitramine (2), and nitramine (3).