(+/-)-trans-1-(2-(2-Hydroxy-3,4-dimethoxyphenyl)ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid

Base Information

• Chemical Name: (+/-)-trans-1-(2-(2-Hydroxy-3,4-dimethoxyphenyl)ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid
• CAS No.: 73173-72-5
• Molecular Formula: C₁₉H₂₇NO₆
• Molecular Weight: 365.426
• Mol file: 73173-72-5.mol

Synonyms:(+/-)-trans-1-(2-(2-Hydroxy-3,4-dimethoxyphenyl)ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid

Chemical Property of (+/-)-trans-1-(2-(2-Hydroxy-3,4-dimethoxyphenyl)ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-trans-1-(2-(2-Hydroxy-3,4-dimethoxyphenyl)ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid

There total 3 articles about (+/-)-trans-1-(2-(2-Hydroxy-3,4-dimethoxyphenyl)ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid 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: 98.0%

{(R)-1-[2-(2-Benzyloxy-3,4-dimethoxy-phenyl)-ethyl]-5-ethyl-2-oxo-piperidin-4-yl}-acetic acid (57103-66-9,57103-67-0,89709-06-8) → {(R)-5-Ethyl-1-[2-(2-hydroxy-3,4-dimethoxy-phenyl)-ethyl]-2-oxo-piperidin-4-yl}-acetic acid (65929-06-8,65929-07-9,73173-72-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; for 4h; Ambient temperature;

DOI:10.1248/cpb.33.1716

Reference yield: 87.0%

(+/-)-trans-1-(3,4-dimethyloxy-2-hydroxyphenethyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester (56774-69-7) → (+/-)-trans-1-(2-(2-Hydroxy-3,4-dimethoxyphenyl)ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid (73173-72-5)

Guidance literature:

With sodium hydroxide; In ethanol; for 24h; Ambient temperature;

DOI:10.1021/jo01298a025

Reference yield:

(4S,5R)-(-)-1-(2-(2-Benzyloxy-3,4-dimethoxyphenyl)-ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid (57103-66-9) → {(R)-5-Ethyl-1-[2-(2-hydroxy-3,4-dimethoxy-phenyl)-ethyl]-2-oxo-piperidin-4-yl}-acetic acid (65929-06-8,65929-07-9,73173-72-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) aq. KOH; 2.) HCl / 1.) aq. EtOH, reflux, 96 h

2: 98 percent / H₂ / Pd-C (10percent) / 4 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; hydrogen; palladium on activated charcoal;

DOI:10.1248/cpb.33.1716

upstream raw materials:

(+/-)-trans-1-(3,4-dimethyloxy-2-hydroxyphenethyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

{(R)-1-[2-(2-Benzyloxy-3,4-dimethoxy-phenyl)-ethyl]-5-ethyl-2-oxo-piperidin-4-yl}-acetic acid

(4S,5R)-(-)-1-(2-(2-Benzyloxy-3,4-dimethoxyphenyl)-ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid

Downstream raw materials:

(4R,5R)-(+)-1-(2-(2-Hydroxy-3,4-dimethoxyphenyl)-ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid