(+)-(1S,2S,5R)-8-phenylneomenthyl (2R)-4-oxo-1-[(1R)-1-phenylethyl]piperidine-2-carboxylate

Base Information

Chemical Name:(+)-(1S,2S,5R)-8-phenylneomenthyl (2R)-4-oxo-1-[(1R)-1-phenylethyl]piperidine-2-carboxylate
CAS No.:1427281-88-6
Molecular Formula:C₃₀H₃₉NO₃
Molecular Weight:461.645
Hs Code.:

Synonyms:(+)-(1S,2S,5R)-8-phenylneomenthyl (2R)-4-oxo-1-[(1R)-1-phenylethyl]piperidine-2-carboxylate

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Chemical Property of (+)-(1S,2S,5R)-8-phenylneomenthyl (2R)-4-oxo-1-[(1R)-1-phenylethyl]piperidine-2-carboxylate

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Technology Process of (+)-(1S,2S,5R)-8-phenylneomenthyl (2R)-4-oxo-1-[(1R)-1-phenylethyl]piperidine-2-carboxylate

There total 4 articles about (+)-(1S,2S,5R)-8-phenylneomenthyl (2R)-4-oxo-1-[(1R)-1-phenylethyl]piperidine-2-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: 73.1%

: 1427281-84-2
(+)-(1S,2S,5R)-8-phenylneomenthyl (2R)-4-oxo-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydropyridine-2-carboxylate

: 1427281-88-6
(+)-(1S,2S,5R)-8-phenylneomenthyl (2R)-4-oxo-1-[(1R)-1-phenylethyl]piperidine-2-carboxylate

Guidance literature:: With L-Selectride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tet.2013.02.027

Reference yield:

: 104870-75-9
(1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-cyclohexan-1-ol

: 1427281-88-6
(+)-(1S,2S,5R)-8-phenylneomenthyl (2R)-4-oxo-1-[(1R)-1-phenylethyl]piperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; dmap

2.1: osmium(VIII) oxide; sodium periodate

3.1: zinc(II) iodide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 72 h / 20 °C / Inert atmosphere

4.1: L-Selectride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

With dmap; sodium periodate; osmium(VIII) oxide; L-Selectride; triethylamine; zinc(II) iodide; In tetrahydrofuran; 3.2: |Diels-Alder Cycloaddition;
DOI:10.1016/j.tet.2013.02.027

Reference yield:

: 849113-76-4
(+)-(1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl acrylate

: 1427281-88-6
(+)-(1S,2S,5R)-8-phenylneomenthyl (2R)-4-oxo-1-[(1R)-1-phenylethyl]piperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: osmium(VIII) oxide; sodium periodate

2.1: zinc(II) iodide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 72 h / 20 °C / Inert atmosphere

3.1: L-Selectride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

With sodium periodate; osmium(VIII) oxide; L-Selectride; zinc(II) iodide; In tetrahydrofuran; 2.2: |Diels-Alder Cycloaddition;
DOI:10.1016/j.tet.2013.02.027