(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl(3S)-3-fluoro-2-oxo-3-piperidinecarboxylate

Base Information

Chemical Name:(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl(3S)-3-fluoro-2-oxo-3-piperidinecarboxylate
CAS No.:1345459-64-4
Molecular Formula:C₁₆H₂₆FNO₃
Molecular Weight:299.386
Hs Code.:

Synonyms:(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl(3S)-3-fluoro-2-oxo-3-piperidinecarboxylate

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Chemical Property of (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl(3S)-3-fluoro-2-oxo-3-piperidinecarboxylate

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Technology Process of (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl(3S)-3-fluoro-2-oxo-3-piperidinecarboxylate

There total 4 articles about (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl(3S)-3-fluoro-2-oxo-3-piperidinecarboxylate 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: 68.0%

: 15356-60-2
(1S,2R,5S)-(+)-menthol

: 3731-16-6
3-carboethoxy-2-pyridone

: 1345459-64-4
(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl(3S)-3-fluoro-2-oxo-3-piperidinecarboxylate

Guidance literature:: (1S,2R,5S)-(+)-menthol; 3-carboethoxy-2-pyridone; With dmap; In toluene; for 120h; Reflux; Large scale;

With 2,6-dimethylpyridine; C₄₆H₃₄*Pd⁽²⁺⁾*2C₂H₃N*2CF₃O₃S^(1-); N-fluorobis(benzenesulfon)imide; In ethanol; at 10 - 22 ℃; for 42h; Large scale;
DOI:10.1021/acs.oprd.5b00131

Reference yield:

: 1345459-39-3
(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl 2-oxo-3-piperidinecarboxylate

: 1345459-64-4
(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl(3S)-3-fluoro-2-oxo-3-piperidinecarboxylate

Guidance literature:: With 2,6-dimethylpyridine; N-fluorobis(benzenesulfon)imide; [(S)-2,2'-bis(diphenylphosphino)-1,1'-binaphtyl]bis(acetonitrile)palladium(ll) ditriflate; In ethanol; at 0 - 20 ℃; for 26h;

Reference yield:

: 3731-16-6
3-carboethoxy-2-pyridone

: 1345459-64-4
(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl(3S)-3-fluoro-2-oxo-3-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap / toluene / 168 h / Reflux

2: N-fluorobis(benzenesulfon)imide; 2,6-dimethylpyridine / [(S)-2,2'-bis(diphenylphosphino)-1,1'-binaphtyl]bis(acetonitrile)palladium(ll) ditriflate / ethanol / 26 h / 0 - 20 °C

With 2,6-dimethylpyridine; dmap; N-fluorobis(benzenesulfon)imide; [(S)-2,2'-bis(diphenylphosphino)-1,1'-binaphtyl]bis(acetonitrile)palladium(ll) ditriflate; In ethanol; toluene;