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

Base Information

• Chemical Name: (2R^*,6R^*)-2,6-Bis-<(2R^*)-2-acetoxy-4-(p-benzyloxyphenyl)butyl>-1-benzoylpiperidine
• CAS No.: 134721-12-3
• Molecular Formula: C₅₀H₅₅NO₇
• Molecular Weight: 781.989

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about (2R^*,6R^*)-2,6-Bis-<(2R^*)-2-acetoxy-4-(p-benzyloxyphenyl)butyl>-1-benzoylpiperidine 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: 96.0%

acetic anhydride (108-24-7) + (2R*,6R*)-1-Benzoyl-2,6-bis-<(2R*)-4-(p-benzylhydroxyphenyl)-2-hydroxybutyl>piperidine (134733-94-1) → (2R*,6R*)-2,6-Bis-<(2R*)-2-acetoxy-4-(p-benzyloxyphenyl)butyl>-1-benzoylpiperidine (134721-12-3)

Guidance literature:

With pyridine; dmap; for 24h;

Reference yield:

N-hydroxypiperidine (4801-58-5) → (2R*,6R*)-2,6-Bis-<(2R*)-2-acetoxy-4-(p-benzyloxyphenyl)butyl>-1-benzoylpiperidine (134721-12-3)

Guidance literature:

Multi-step reaction with 6 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

6: 96 percent / pyridine / 4-Dimethylaminopyridine (DMAP) / 24 h

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

Reference yield:

1-(benzyloxy)-4-(but-3-en-1-yl)benzene (134721-17-8) → (2R*,6R*)-2,6-Bis-<(2R*)-2-acetoxy-4-(p-benzyloxyphenyl)butyl>-1-benzoylpiperidine (134721-12-3)

Guidance literature:

Multi-step reaction with 6 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

6: 96 percent / pyridine / 4-Dimethylaminopyridine (DMAP) / 24 h

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

upstream raw materials:

acetic anhydride

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

N-hydroxypiperidine

1-(benzyloxy)-4-(but-3-en-1-yl)benzene

Downstream raw materials:

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

(2R^*,6R^*)-2,6-Bis-<(2R^*)-2-acetoxy-4-(4-benzyloxy-3-iodophenyl)butyl>-1-benzoylpiperidine

3,11-epi-Lythranidine

C₃₄H₄₁NO₅

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