1-(tert-butoxycarbonyl)-4-[5-[4-[[(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl]oxy]phenyl]pentyl]piperidine

Base Information

Chemical Name:1-(tert-butoxycarbonyl)-4-[5-[4-[[(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl]oxy]phenyl]pentyl]piperidine
CAS No.:859140-11-7
Molecular Formula:C₃₀H₄₈N₂O₅
Molecular Weight:516.722
Hs Code.:

Synonyms:1-(tert-butoxycarbonyl)-4-[5-[4-[[(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl]oxy]phenyl]pentyl]piperidine

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Chemical Property of 1-(tert-butoxycarbonyl)-4-[5-[4-[[(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl]oxy]phenyl]pentyl]piperidine

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Technology Process of 1-(tert-butoxycarbonyl)-4-[5-[4-[[(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl]oxy]phenyl]pentyl]piperidine

There total 4 articles about 1-(tert-butoxycarbonyl)-4-[5-[4-[[(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl]oxy]phenyl]pentyl]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: 53.0%

: 1-(tert-butoxycarbonyl)-4-[5-(4-hydroxyphenyl)-4-pentyl]piperidine

: 109431-87-0,83220-73-9
(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

: 859140-11-7
1-(tert-butoxycarbonyl)-4-[5-[4-[[(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl]oxy]phenyl]pentyl]piperidine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 120h;
DOI:10.1016/j.bmc.2005.04.006

Reference yield:

: 859140-07-1
4-[5-(4-benzyloxyphenyl)-4-pentenyl]-1-(tert-butoxycarbonyl)piperidine

: 859140-11-7
1-(tert-butoxycarbonyl)-4-[5-[4-[[(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl]oxy]phenyl]pentyl]piperidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen / Pd/C / tetrahydrofuran / 72 h / 20 °C

1.2: 65 percent / hydrogen / Pd/C / methanol / 24 h / 20 °C

2.1: 53 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 120 h / 20 °C

With hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 2.1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2005.04.006

Reference yield:

: [(4-benzyloxy)benzyl]triphenylphosphonium chloride

: 859140-11-7
1-(tert-butoxycarbonyl)-4-[5-[4-[[(3S)-1-(tert-butoxycarbonyl)-3-pyrrolidinyl]oxy]phenyl]pentyl]piperidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 76 percent / sodium hydride / tetrahydrofuran; ethanol / 0 °C

2.1: hydrogen / Pd/C / tetrahydrofuran / 72 h / 20 °C

2.2: 65 percent / hydrogen / Pd/C / methanol / 24 h / 20 °C

3.1: 53 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 120 h / 20 °C

With hydrogen; sodium hydride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; 1.1: Wittig reaction / 3.1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2005.04.006