N-[N-(ethoxycarbonylmethyl)-(R)-cyclohexylalanyl]-2(R)-[2-(4-cyanophenoxy)ethyl]piperidine

Base Information

Chemical Name:N-[N-(ethoxycarbonylmethyl)-(R)-cyclohexylalanyl]-2(R)-[2-(4-cyanophenoxy)ethyl]piperidine
CAS No.:441771-88-6
Molecular Formula:C₂₇H₃₉N₃O₄
Molecular Weight:469.624
Hs Code.:

Synonyms:N-[N-(ethoxycarbonylmethyl)-(R)-cyclohexylalanyl]-2(R)-[2-(4-cyanophenoxy)ethyl]piperidine

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Chemical Property of N-[N-(ethoxycarbonylmethyl)-(R)-cyclohexylalanyl]-2(R)-[2-(4-cyanophenoxy)ethyl]piperidine

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Technology Process of N-[N-(ethoxycarbonylmethyl)-(R)-cyclohexylalanyl]-2(R)-[2-(4-cyanophenoxy)ethyl]piperidine

There total 6 articles about N-[N-(ethoxycarbonylmethyl)-(R)-cyclohexylalanyl]-2(R)-[2-(4-cyanophenoxy)ethyl]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: 94.0%

: 105-36-2
ethyl bromoacetate

: 441771-86-4
N-[(R)-cyclohexylalanyl]-2(R)-[2-(4-cyanophenoxy)ethyl]piperidine

: 441771-88-6
N-[N-(ethoxycarbonylmethyl)-(R)-cyclohexylalanyl]-2(R)-[2-(4-cyanophenoxy)ethyl]piperidine

Guidance literature:: With potassium carbonate; In acetonitrile; at 23 ℃; for 19h;
DOI:10.1021/jm011133d

Reference yield:

: 58717-02-5
3-cyclohexyl-D-alanine

: 441771-88-6
N-[N-(ethoxycarbonylmethyl)-(R)-cyclohexylalanyl]-2(R)-[2-(4-cyanophenoxy)ethyl]piperidine

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / aq. NaOH; aq. NaHCO₃ / dioxane / 1 h / 0 °C

2: oxalyl chloride; DMF / CH₂Cl₂ / 1.5 h

3: DIPEA / CH₂Cl₂ / 1 h / 0 °C

4: 77 percent / Zn; KH₂PO₄ / tetrahydrofuran / 1.5 h

5: 94 percent / K₂CO₃ / acetonitrile / 19 h / 23 °C

With sodium hydroxide; potassium dihydrogenphosphate; oxalyl dichloride; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1021/jm011133d

Reference yield:

: 118811-03-3
tert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate

: 441771-88-6
N-[N-(ethoxycarbonylmethyl)-(R)-cyclohexylalanyl]-2(R)-[2-(4-cyanophenoxy)ethyl]piperidine

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / DEAD; PPh₃ / tetrahydrofuran / 18 h

2: 75 percent / TFA; anisole / CH₂Cl₂ / 1 h / 0 °C

3: DIPEA / CH₂Cl₂ / 1 h / 0 °C

4: 77 percent / Zn; KH₂PO₄ / tetrahydrofuran / 1.5 h

5: 94 percent / K₂CO₃ / acetonitrile / 19 h / 23 °C

With potassium dihydrogenphosphate; potassium carbonate; methoxybenzene; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; zinc; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jm011133d