methyl (2S,4R,6R)-4-hydroxy-6-(3′-nitrobiphen-4-yl)-piperidine-2-carboxylate

Base Information

Chemical Name:methyl (2S,4R,6R)-4-hydroxy-6-(3′-nitrobiphen-4-yl)-piperidine-2-carboxylate
CAS No.:1410776-53-2
Molecular Formula:C₁₉H₂₀N₂O₅
Molecular Weight:356.378
Hs Code.:

Synonyms:methyl (2S,4R,6R)-4-hydroxy-6-(3′-nitrobiphen-4-yl)-piperidine-2-carboxylate

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Chemical Property of methyl (2S,4R,6R)-4-hydroxy-6-(3′-nitrobiphen-4-yl)-piperidine-2-carboxylate

Chemical Property:

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Technology Process of methyl (2S,4R,6R)-4-hydroxy-6-(3′-nitrobiphen-4-yl)-piperidine-2-carboxylate

There total 6 articles about methyl (2S,4R,6R)-4-hydroxy-6-(3′-nitrobiphen-4-yl)-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: 100.0%

: 1410776-33-8
methyl (2S,6R)-4-oxo-6-(3′-nitrobiphen-4-yl)piperidine-2-carboxylate

: 1410776-53-2
methyl (2S,4R,6R)-4-hydroxy-6-(3′-nitrobiphen-4-yl)-piperidine-2-carboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃; for 48h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo3022583

Reference yield:

: 6384-18-5
L-Aspartic acid dimethyl ester

: 1410776-53-2
methyl (2S,4R,6R)-4-hydroxy-6-(3′-nitrobiphen-4-yl)-piperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere

3.1: potassium carbonate / acetonitrile / 50 °C / Inert atmosphere

4.1: hydrogenchloride / methanol; water / 1 h / 20 °C / Inert atmosphere

4.2: 18 h / Inert atmosphere

5.1: sodium tris(acetoxy)borohydride / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere

With hydrogenchloride; n-butyllithium; sodium tris(acetoxy)borohydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 3.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jo3022583

Reference yield:

: 116393-72-7
dimethyl (2S)-N-(triphenylmethyl)aspartate

: 1410776-53-2
methyl (2S,4R,6R)-4-hydroxy-6-(3′-nitrobiphen-4-yl)-piperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere

2.1: potassium carbonate / acetonitrile / 50 °C / Inert atmosphere

3.1: hydrogenchloride / methanol; water / 1 h / 20 °C / Inert atmosphere

3.2: 18 h / Inert atmosphere

4.1: sodium tris(acetoxy)borohydride / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere

With hydrogenchloride; n-butyllithium; sodium tris(acetoxy)borohydride; potassium carbonate; In tetrahydrofuran; methanol; water; acetonitrile; 2.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jo3022583