(S,R)-1-{3(S)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}-2-[(4-chlorophenoxy)methyl]-4-({3(R)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}oxy)benzimidazole

Base Information

• Chemical Name: (S,R)-1-{3(S)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}-2-[(4-chlorophenoxy)methyl]-4-({3(R)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}oxy)benzimidazole
• CAS No.: 210565-05-2
• Molecular Formula: C₄₀H₅₇ClN₄O₆
• Molecular Weight: 725.369

Synonyms:(S,R)-1-{3(S)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}-2-[(4-chlorophenoxy)methyl]-4-({3(R)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}oxy)benzimidazole

Chemical Property of (S,R)-1-{3(S)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}-2-[(4-chlorophenoxy)methyl]-4-({3(R)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}oxy)benzimidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,R)-1-{3(S)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}-2-[(4-chlorophenoxy)methyl]-4-({3(R)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}oxy)benzimidazole

There total 14 articles about (S,R)-1-{3(S)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}-2-[(4-chlorophenoxy)methyl]-4-({3(R)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}oxy)benzimidazole 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:

3-(piperidin-3-yl)propionic acid ethyl ester (91017-00-4) → (S,R)-1-{3(S)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}-2-[(4-chlorophenoxy)methyl]-4-({3(R)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}oxy)benzimidazole (210565-05-2)

Guidance literature:

Multi-step reaction with 7 steps

2: 99 percent / K₂CO₃ / tetrahydrofuran; H₂O / 6 h / Ambient temperature

3: 91 percent / LiAlH₄ / diethyl ether / 4 h / Ambient temperature

4: 73 percent / Ph₃P, Br₂, pyridine / CH₂Cl₂ / 6 h / Ambient temperature

5: 1.) NaH, 2.) KI / 1.) DMF, RT, 30 min, 2.) DMF, 80 deg C, 3 h

6: 93 percent / H₂ / 5percent Pd/C / ethyl acetate / 2 h / 760 Torr / Ambient temperature

7: 1.) NaH, 2.) K₂CO₃, KI / 1.) DMF, RT, 30 min, 2.) DMF, 80 deg C, 3 h

With pyridine; lithium aluminium tetrahydride; hydrogen; bromine; sodium hydride; potassium carbonate; triphenylphosphine; potassium iodide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate;

DOI:10.1021/jm9706630

Reference yield:

ethyl (E)-3-(pyridin-3-yl)acrylate (59607-99-7,28447-17-8) → (S,R)-1-{3(S)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}-2-[(4-chlorophenoxy)methyl]-4-({3(R)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}oxy)benzimidazole (210565-05-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 87 percent / H₂ / 5percent rhodium on aluminum oxide / ethanol / 12 h / 60 °C / 3102.9 Torr

3: 99 percent / K₂CO₃ / tetrahydrofuran; H₂O / 6 h / Ambient temperature

4: 91 percent / LiAlH₄ / diethyl ether / 4 h / Ambient temperature

5: 73 percent / Ph₃P, Br₂, pyridine / CH₂Cl₂ / 6 h / Ambient temperature

6: 1.) NaH, 2.) KI / 1.) DMF, RT, 30 min, 2.) DMF, 80 deg C, 3 h

7: 93 percent / H₂ / 5percent Pd/C / ethyl acetate / 2 h / 760 Torr / Ambient temperature

8: 1.) NaH, 2.) K₂CO₃, KI / 1.) DMF, RT, 30 min, 2.) DMF, 80 deg C, 3 h

With pyridine; lithium aluminium tetrahydride; hydrogen; bromine; sodium hydride; potassium carbonate; triphenylphosphine; potassium iodide; palladium on activated charcoal; Rh/Al₂O₃; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/jm9706630

Reference yield:

(4-chlorophenoxy)acetonitrile (3598-13-8) → (S,R)-1-{3(S)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}-2-[(4-chlorophenoxy)methyl]-4-({3(R)-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}oxy)benzimidazole (210565-05-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) MeONa / 1.) MeOH, RT, 30 min, 2.) MeOH, RT, 3 h

2: 53 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 6 h / Ambient temperature

3: 1.) NaH, 2.) KI / 1.) DMF, RT, 30 min, 2.) DMF, 80 deg C, 3 h

4: 93 percent / H₂ / 5percent Pd/C / ethyl acetate / 2 h / 760 Torr / Ambient temperature

5: 1.) NaH, 2.) K₂CO₃, KI / 1.) DMF, RT, 30 min, 2.) DMF, 80 deg C, 3 h

With hydrogen; sodium methylate; sodium hydride; potassium carbonate; triphenylphosphine; potassium iodide; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/jm9706630

upstream raw materials:

3-(piperidin-3-yl)propionic acid ethyl ester

(4-chlorophenoxy)acetonitrile

2-(4-Chloro-phenoxymethyl)-1H-benzoimidazol-4-ol

4-Benzyloxy-2-(4-chloro-phenoxymethyl)-1H-benzoimidazole

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