1-BOC-4-CYANO-4-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]-PIPERIDINE

Base Information

• Chemical Name: 1-BOC-4-CYANO-4-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]-PIPERIDINE
• CAS No.: 401518-12-5
• Molecular Formula: C23H32N2O4
• Molecular Weight: 400.518
• Mol file: 401518-12-5.mol

Synonyms:1-BOC-4-CYANO-4-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]-PIPERIDINE;tert-butyl 4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidine-1-carboxylate;4-(3-cyclopentyloxy-4-methoxyphenyl)-4-cyanopiperidin-1-ylcarboxylic acid t-butyl ester;

Chemical Property of 1-BOC-4-CYANO-4-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]-PIPERIDINE

Chemical Property:

• PSA: 71.79000
• LogP: 4.74678

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl4-cyano-4-(3-(cyclopentyloxy)-4-methoxyphenyl)piperidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-BOC-4-CYANO-4-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]-PIPERIDINE

There total 3 articles about 1-BOC-4-CYANO-4-[3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL]-PIPERIDINE 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:

4-cyanomethyl-2-cyclopentyloxy-1-methoxybenzene (141333-36-0) + [(tert-butoxycarbonyl)imino]diethane-2,1-diyl dimethanesulfonate (401518-11-4) → tert-butyl 4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidine-1-carboxylate (401518-12-5)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.bmcl.2003.09.087

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidine-1-carboxylate (401518-12-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 100 percent / CH₂Cl₂ / 1.5 h / 0 °C

2.1: Et₃N / CH₂Cl₂ / 0.17 h / -78 °C

3.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

3.2: tetrahydrofuran / 1.5 h / 20 °C

With triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2004.06.032

Reference yield:

N,N-bis(2-hydroxyethyl)-O-tert-butylcarbamate (103898-11-9) → tert-butyl 4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]piperidine-1-carboxylate (401518-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Et₃N / CH₂Cl₂ / 0.17 h / -78 °C

2.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: tetrahydrofuran / 1.5 h / 20 °C

With triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2004.06.032

upstream raw materials:

4-cyanomethyl-2-cyclopentyloxy-1-methoxybenzene

[(tert-butoxycarbonyl)imino]diethane-2,1-diyl dimethanesulfonate

di-tert-butyl dicarbonate

N,N-bis(2-hydroxyethyl)-O-tert-butylcarbamate

Downstream raw materials:

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

N-(1-methyl-1-methoxyethyl)-2-(4-(3-cyclopentyloxy-4-methoxyphenyl)4-cyanopiperidin-1-yl)acetamide

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

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