methyl (2S,4S,6R)-1-benzyl-4-hydroxy-6-phenethylpiperidine-2-carboxylate

Base Information

Chemical Name:methyl (2S,4S,6R)-1-benzyl-4-hydroxy-6-phenethylpiperidine-2-carboxylate
CAS No.:1313240-56-0
Molecular Formula:C₂₂H₂₇NO₃
Molecular Weight:353.461
Hs Code.:

Synonyms:methyl (2S,4S,6R)-1-benzyl-4-hydroxy-6-phenethylpiperidine-2-carboxylate

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Chemical Property of methyl (2S,4S,6R)-1-benzyl-4-hydroxy-6-phenethylpiperidine-2-carboxylate

Chemical Property:

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Technology Process of methyl (2S,4S,6R)-1-benzyl-4-hydroxy-6-phenethylpiperidine-2-carboxylate

There total 7 articles about methyl (2S,4S,6R)-1-benzyl-4-hydroxy-6-phenethylpiperidine-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: 67.0%

: 1313240-42-4
methyl (2S,6R)-1-benzyl-4-oxo-6-phenethylpiperidine-2-carboxylate

: 1313240-56-0
methyl (2S,4S,6R)-1-benzyl-4-hydroxy-6-phenethylpiperidine-2-carboxylate

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1039/c1cc11916h

Reference yield:

: 1197335-41-3
methyl (2S,5E)-4-oxo-8-phenyl-2-(tritylamino)oct-5-enoate

: 1313240-56-0
methyl (2S,4S,6R)-1-benzyl-4-hydroxy-6-phenethylpiperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 1 h / 20 °C / Inert atmosphere

3.1: sodium tetrahydroborate / methanol / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/c1cc11916h

Reference yield:

: 1197335-24-2
methyl (2S)-5-(dimethoxyphosphoryl)-4-oxo-2-(tritylamino)pentanoate

: 1313240-56-0
methyl (2S,4S,6R)-1-benzyl-4-hydroxy-6-phenethylpiperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / acetonitrile / 20 °C / Inert atmosphere

1.2: 48 h / 50 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.1: triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 1 h / 20 °C / Inert atmosphere

4.1: sodium tetrahydroborate / methanol / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; potassium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1039/c1cc11916h