(5S,9R)-benzyl 2-methoxy-7-methyl-11-oxo-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate

Base Information

• Chemical Name: (5S,9R)-benzyl 2-methoxy-7-methyl-11-oxo-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate
• CAS No.: 1384718-66-4
• Molecular Formula: C₂₂H₂₁NO₄
• Molecular Weight: 363.413

Synonyms:(5S,9R)-benzyl 2-methoxy-7-methyl-11-oxo-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate

Chemical Property of (5S,9R)-benzyl 2-methoxy-7-methyl-11-oxo-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate

Chemical Property:

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Technology Process of (5S,9R)-benzyl 2-methoxy-7-methyl-11-oxo-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate

There total 2 articles about (5S,9R)-benzyl 2-methoxy-7-methyl-11-oxo-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C23H25NO7S → (5S,9R)-benzyl 2-methoxy-7-methyl-11-oxo-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate (1384718-66-4) + (5R,9S)-benzyl 2-methoxy-7-methyl-11-oxo-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate

Guidance literature:

C₂₃H₂₅NO₇S; With sodium acetate; acetic acid; for 24h; Reflux;

With sodium hydrogencarbonate; In water; optical yield given as %ee;

DOI:10.1016/j.tet.2012.05.061

Reference yield:

C22H23NO5 → (5S,9R)-benzyl 2-methoxy-7-methyl-11-oxo-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate (1384718-66-4) + (5R,9S)-benzyl 2-methoxy-7-methyl-11-oxo-5,6,9,10-tetrahydro-5,9-methano-cycloocta[b]pyridine-5-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 12 h / 20 °C

2: sodium acetate; acetic acid / 24 h / Reflux

With dmap; sodium acetate; acetic acid; triethylamine; In dichloromethane;

DOI:10.1016/j.tet.2012.05.061

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