(2R^*,6R^*)-1-Benzoyl-2,6-bis-<(2R^*)-4-(p-benzylhydroxyphenyl)-2-hydroxybutyl>piperidine

Base Information

• Chemical Name: (2R^*,6R^*)-1-Benzoyl-2,6-bis-<(2R^*)-4-(p-benzylhydroxyphenyl)-2-hydroxybutyl>piperidine
• CAS No.: 134733-94-1
• Molecular Formula: C₄₆H₅₁NO₅
• Molecular Weight: 697.915

Synonyms:(2R^*,6R^*)-1-Benzoyl-2,6-bis-<(2R^*)-4-(p-benzylhydroxyphenyl)-2-hydroxybutyl>piperidine

Chemical Property of (2R^*,6R^*)-1-Benzoyl-2,6-bis-<(2R^*)-4-(p-benzylhydroxyphenyl)-2-hydroxybutyl>piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (2R^*,6R^*)-1-Benzoyl-2,6-bis-<(2R^*)-4-(p-benzylhydroxyphenyl)-2-hydroxybutyl>piperidine

There total 7 articles about (2R^*,6R^*)-1-Benzoyl-2,6-bis-<(2R^*)-4-(p-benzylhydroxyphenyl)-2-hydroxybutyl>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: 31.0%

(2R*,6R*)-2,6-Bis-<(2R*)-4-(p-benzyloxyphenyl)-2-hydroxybutyl>piperidine (134733-91-8) + benzoyl chloride (98-88-4) → (2R*,6R*)-1-Benzoyl-2,6-bis-<(2R*)-4-(p-benzylhydroxyphenyl)-2-hydroxybutyl>piperidine (134733-94-1) + Benzoic acid (R)-1-{(2R,6R)-1-benzoyl-6-[(R)-4-(4-benzyloxy-phenyl)-2-hydroxy-butyl]-piperidin-2-ylmethyl}-3-(4-benzyloxy-phenyl)-propyl ester (134590-57-1)

Guidance literature:

With triethylamine; In benzene; for 8h;

Reference yield:

N-hydroxypiperidine (4801-58-5) → (2R*,6R*)-1-Benzoyl-2,6-bis-<(2R*)-4-(p-benzylhydroxyphenyl)-2-hydroxybutyl>piperidine (134733-94-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1. HgO (yellow) / 1. CH₂Cl₂, 30min, 2. CHCl₃, reflux, 24h

2: 1. m-chloroperoxybenzoic acid (MCPBA) / 1. CHCl₂, r.t., 1h; 2. CHCl₃, reflux, 40h

3: 74 percent / Zn, ethylenediaminetetraacetic acid / acetic acid; ethanol / 0.5 h / Heating

4: 31 percent / triethylamine / benzene / 8 h

5: methanolic KOH

With potassium hydroxide; ethylenediaminetetraacetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; mercury(II) oxide; zinc; In ethanol; acetic acid; benzene;

Reference yield:

1-(benzyloxy)-4-(but-3-en-1-yl)benzene (134721-17-8) → (2R*,6R*)-1-Benzoyl-2,6-bis-<(2R*)-4-(p-benzylhydroxyphenyl)-2-hydroxybutyl>piperidine (134733-94-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1. HgO (yellow) / 1. CH₂Cl₂, 30min, 2. CHCl₃, reflux, 24h

2: 1. m-chloroperoxybenzoic acid (MCPBA) / 1. CHCl₂, r.t., 1h; 2. CHCl₃, reflux, 40h

3: 74 percent / Zn, ethylenediaminetetraacetic acid / acetic acid; ethanol / 0.5 h / Heating

4: 31 percent / triethylamine / benzene / 8 h

5: methanolic KOH

With potassium hydroxide; ethylenediaminetetraacetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; mercury(II) oxide; zinc; In ethanol; acetic acid; benzene;

upstream raw materials:

Benzoic acid (R)-1-{(2R,6R)-1-benzoyl-6-[(R)-4-(4-benzyloxy-phenyl)-2-hydroxy-butyl]-piperidin-2-ylmethyl}-3-(4-benzyloxy-phenyl)-propyl ester

(2R^*,6R^*)-2,6-Bis-<(2R^*)-4-(p-benzyloxyphenyl)-2-hydroxybutyl>piperidine

benzoyl chloride

N-hydroxypiperidine

Downstream raw materials:

(2R^*,6R^*)-2,6-Bis-<(2R^*)-2-acetoxy-4-(p-benzyloxyphenyl)butyl>-1-benzoylpiperidine

3,11-epi-Lythranidine

C₃₄H₄₁NO₅

(2R^*,6R^*)-2,6-Bis<(2R^*)-2-acetoxy-4-(p-methoxyphenyl)butyl>-1-benzoylpiperidine

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