66643-46-7

Upstream product

• 66643-45-6 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylic acid,ethyl ester 
• 694-05-3 1,2,3,6-tetrahydropyridine 
• 40240-12-8 1-benzyl-1,2,3,6-tetrahydropyridine 
• 110-86-1 pyridine 
• 29976-53-2 N-ethoxycarbonyl-4-piperidone 
• 66643-44-5 ethyl 4-(2-(4-methylphenylsulfonyl)hydrazono)piperidine-1-carboxylate 
• 52003-32-4 ethyl 1,2,3,6-tetrahydropyridine-1-carboxylate 

Downstream Products

• 66643-47-8 ethyl 3-acetoxy-4-bromopiperidine-1-carboxylate 
• 66643-45-6 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylic acid,ethyl ester 
• 859854-85-6 C₈H₁₄BrNO₃ 
• 66643-49-0 ethyl 3-hydroxy-1,2,3,6-tetrahydropiperidine-1-carboxylate 

Relevant academic research and scientific papers

Practical synthesis of ethyl cis-4-amino-3-methoxy-1-piperidine carboxylate, a key intermediate of cisapride

A practical synthesis of ethyl cis-4-amino-3-methoxy-1piperidinecarboxylate 1, a key intermediate of cisapride as a potent gastrointestinal stimulant, has been accomplished from 1-methyl-1,2,3,6-tetrahydropyridine 2 via an efficient formation of cis-fused oxazolidinopiperidine 7.

Total synthesis of (±)-20: S -hydroxy-1,2-dehydro-pseudoaspidospermidine via a C-H activation/transannular cyclization strategy

A total synthesis to the pseudoaspidospermidine family via a C-H activation/transannular cyclization strategy has been accomplished. The applicability of this approach is showcased in the concise synthesis (ten steps) of (±)-20S-hydroxy-1,2-dehydro-pseudoaspidospermidine (4) starting from literature known compound 11. Via a joint synthetic sequence we were also able to address the related iboga alkaloid (±)-isovelbanamine (7) in nine steps. Key features of this synthesis are a transannular cyclization to generate the pseudoaspidospermidine skeleton (C-H activation) and a Witkop photocyclization reaction providing a 9-membered lactam. It is also worth mentioning that the joint synthetic sequence can be carried out on a multigram scale.

PYRROLOTRIAZINE COMPOUNDS AS KINASE INHIBITORS

The present invention provides compounds of formula (I); and pharmaceutically acceptable salts thereof. The formula (I) compounds inhibit tyrosine kinase activity of growth factor receptors such as HER1, HER2 and HER4 thereby making them useful as antiproliferative agents. The formula (I) compounds are also useful for the treatment of other diseases associated with signal transduction pathways operating through growth factor receptors.

1,6-Dihydro-3(2H)-pyridinones. I. Facile Synthesis of N-Substituted 1,6-Dihydro-3(2H)-pyridinones

The first synthesis of the N-substituted 1,6-dihydro-3(2H)-pyridinones (4 and 16) is described. 1-Benzyl-1,2,3,6-tetrahydropyridine (9) was treated with ethyl chloroformate to give the urethane (6), which was oxidized to the epoxide (10) with perbenzoic a