ethyl (3S)-1-[(2R)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-carboxylate

Base Information

• Chemical Name: ethyl (3S)-1-[(2R)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-carboxylate
• CAS No.: 1265323-49-6
• Molecular Formula: C₁₇H₂₂N₂O₃
• Molecular Weight: 302.373
• Mol file: 1265323-49-6.mol

Synonyms:ethyl (3S)-1-[(2R)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-carboxylate

Chemical Property of ethyl (3S)-1-[(2R)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (3S)-1-[(2R)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-carboxylate

There total 6 articles about ethyl (3S)-1-[(2R)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-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:

C17H20N2O3 (1265681-31-9) → ethyl (3S)-1-[(2R)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-carboxylate (1265323-49-6) + ethyl (3S)-1-[(2S)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-carboxylate (1265323-48-5)

Guidance literature:

C₁₇H₂₀N₂O₃; With sodium tetrahydroborate; In methanol; toluene; for 1h;

With water; In methanol; toluene;

Reference yield:

4-Cyanophenacyl bromide (20099-89-2) → ethyl (3S)-1-[(2R)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-carboxylate (1265323-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / 18 h / 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / ethanol / 1 h / Inert atmosphere

2.2: chiral HPLC (Berger SFC MGIII instrument equipped with a ChiralCel OJ (25 cm × 3 cm, 5 μm)) / Resolution of racemate; Inert atmosphere

With sodium tetrahydroborate; In ethanol; toluene;

DOI:10.1021/acs.jmedchem.6b00373

Reference yield:

(S)-(+)-nipecotic acid ethyl ester (37675-18-6) → ethyl (3S)-1-[(2R)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-carboxylate (1265323-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / 18 h / 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / ethanol / 1 h / Inert atmosphere

2.2: chiral HPLC (Berger SFC MGIII instrument equipped with a ChiralCel OJ (25 cm × 3 cm, 5 μm)) / Resolution of racemate; Inert atmosphere

With sodium tetrahydroborate; In ethanol; toluene;

DOI:10.1021/acs.jmedchem.6b00373

upstream raw materials:

4-Cyanophenacyl bromide

(S)-(+)-nipecotic acid ethyl ester

C₁₇H₂₀N₂O₃

ethyl (3S)-1-[2-(4-cyanophenyl)-2-oxoethyl]piperidine-3-carboxylate hydrobromide