benzyl 1-{4-cyano-4-[3-(cyclobutyloxy)-4-methoxyphenyl]piperidin-1-yl}cyclopropanecarboxylate

Base Information

Chemical Name:benzyl 1-{4-cyano-4-[3-(cyclobutyloxy)-4-methoxyphenyl]piperidin-1-yl}cyclopropanecarboxylate
CAS No.:401518-90-9
Molecular Formula:C₂₈H₃₂N₂O₄
Molecular Weight:460.573
Hs Code.:

Synonyms:benzyl 1-{4-cyano-4-[3-(cyclobutyloxy)-4-methoxyphenyl]piperidin-1-yl}cyclopropanecarboxylate

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Chemical Property of benzyl 1-{4-cyano-4-[3-(cyclobutyloxy)-4-methoxyphenyl]piperidin-1-yl}cyclopropanecarboxylate

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Technology Process of benzyl 1-{4-cyano-4-[3-(cyclobutyloxy)-4-methoxyphenyl]piperidin-1-yl}cyclopropanecarboxylate

There total 5 articles about benzyl 1-{4-cyano-4-[3-(cyclobutyloxy)-4-methoxyphenyl]piperidin-1-yl}cyclopropanecarboxylate 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%

: 2919-23-5
cyclobutanol

: benzyl 1-[4-cyano-4-(3-hydroxy-4-methoxyphenyl)piperidin-1-yl]cyclopropanecarboxylate hydrochloride

: 401518-90-9
benzyl 1-{4-cyano-4-[3-(cyclobutyloxy)-4-methoxyphenyl]piperidin-1-yl}cyclopropanecarboxylate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 15h;
DOI:10.1016/j.bmc.2004.06.032

Reference yield:

: (4-methoxy-3-methoxymethoxy-phenyl)-acetonitrile

: 401518-90-9
benzyl 1-{4-cyano-4-[3-(cyclobutyloxy)-4-methoxyphenyl]piperidin-1-yl}cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: 84 percent / tetrahydrofuran / 1.5 h / -78 °C

2.1: ozone / CH₂Cl₂ / 0.42 h / -78 °C

2.2: Ph₃P / CH₂Cl₂ / 1.5 h / -78 - 20 °C

3.1: NaBH(OAc)3; AcOH / 1,2-dichloro-ethane / 3 h / 20 °C

4.1: 85 percent / HCl / CH₂Cl₂; ethyl acetate / 1 h / 20 °C

5.1: 100 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 15 h / 20 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; ozone; acetic acid; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1016/j.bmc.2004.06.032

Reference yield:

: 763109-96-2
1-(3-methoxymethoxy-4-methoxyphenyl)cyclopen-3-ene-1-carbonitrile

: 401518-90-9
benzyl 1-{4-cyano-4-[3-(cyclobutyloxy)-4-methoxyphenyl]piperidin-1-yl}cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: ozone / CH₂Cl₂ / 0.42 h / -78 °C

1.2: Ph₃P / CH₂Cl₂ / 1.5 h / -78 - 20 °C

2.1: NaBH(OAc)3; AcOH / 1,2-dichloro-ethane / 3 h / 20 °C

3.1: 85 percent / HCl / CH₂Cl₂; ethyl acetate / 1 h / 20 °C

4.1: 100 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 15 h / 20 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; ozone; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1016/j.bmc.2004.06.032