methyl (2R)-2-{4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidin-1-yl}propanoate

Base Information

• Chemical Name: methyl (2R)-2-{4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidin-1-yl}propanoate
• CAS No.: 401518-66-9
• Molecular Formula: C₂₂H₃₀N₂O₄
• Molecular Weight: 386.491
• Mol file: 401518-66-9.mol

Synonyms:methyl (2R)-2-{4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidin-1-yl}propanoate

Chemical Property of methyl (2R)-2-{4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidin-1-yl}propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R)-2-{4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidin-1-yl}propanoate

There total 4 articles about methyl (2R)-2-{4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidin-1-yl}propanoate 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%

methyl (2S)‐2‐[(methylsulfonyl)oxy]propanoate (63696-98-0) + 4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidine-4-carbonitrile hydrochloride → methyl (2R)-2-{4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidin-1-yl}propanoate (401518-66-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1016/j.bmc.2004.06.032

Reference yield:

methyl (S)-2-[(trifluoromethanesulfonyl)oxy]propionate (99208-98-7) + 4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidine-4-carbonitrile hydrochloride → methyl (2R)-2-{4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidin-1-yl}propanoate (401518-66-9)

Guidance literature:

With 2,6-dimethylpyridine; triethylamine; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

tert-butyl 4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidine-1-carboxylate (401518-12-5) → methyl (2R)-2-{4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidin-1-yl}propanoate (401518-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 971 mg / PhSMe; TFA / CH₂Cl₂ / 1 h / 20 °C

2: 100 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

With methyl-phenyl-thioether; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmc.2004.06.032

upstream raw materials:

(S)-Methyl lactate

4-(3-cyclopentyloxy-4-methoxy-phenyl)-piperidine-4-carbonitrile

methyl (2S)‐2‐[(methylsulfonyl)oxy]propanoate

tert-butyl 4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidine-1-carboxylate

Downstream raw materials:

(2R)-2-(4-(3-cyclopentyloxy-4-methoxyphenyl)-4-cyanopiperidin-1-yl)propanoic acid