(R)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine

Base Information

• Chemical Name: (R)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine
• CAS No.: 1346132-32-8
• Molecular Formula: C₂₁H₂₂N₂O₅
• Molecular Weight: 382.416
• Mol file: 1346132-32-8.mol

Synonyms:(R)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine

Chemical Property of (R)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine

There total 7 articles about (R)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)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:

5-<(benzyloxycarbonyl)amino>pentanol (87905-98-4) → (R)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine (1346132-32-8) + (S)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

2.1: toluene / Inert atmosphere; Reflux

3.1: C₂₀H₂₅N₃O; trifluoroacetic acid / tetrahydrofuran / 84 h / 25 °C / Inert atmosphere

With oxalyl dichloride; C₂₀H₂₅N₃O; dimethyl sulfoxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene; 2.1: Wittig reaction / 3.1: Michael condensation;

DOI:10.1002/adsc.201100282

Reference yield:

C29H37NO3Si (1346132-35-1) → (R)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine (1346132-32-8) + (S)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

3.1: toluene / Inert atmosphere; Reflux

4.1: C₂₀H₂₅N₃O; trifluoroacetic acid / tetrahydrofuran / 84 h / 25 °C / Inert atmosphere

With oxalyl dichloride; C₂₀H₂₅N₃O; tetrabutyl ammonium fluoride; dimethyl sulfoxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene; 3.1: Wittig reaction / 4.1: Michael condensation;

DOI:10.1002/adsc.201100282

Reference yield:

5-(tert-butyldiphenylsilyloxy)pentan-1-ol (121671-76-9) → (R)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine (1346132-32-8) + (S)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine

Guidance literature:

Multi-step reaction with 7 steps

1.1: triethylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

2.1: sodium azide / N,N-dimethyl-formamide / 20 - 50 °C / Inert atmosphere

3.1: water; triphenylphosphine / tetrahydrofuran / 10 h / 40 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / Inert atmosphere

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C / Inert atmosphere

5.2: -78 °C / Inert atmosphere

6.1: toluene / Inert atmosphere; Reflux

7.1: C₂₀H₂₅N₃O; trifluoroacetic acid / tetrahydrofuran / 84 h / 25 °C / Inert atmosphere

With sodium azide; oxalyl dichloride; C₂₀H₂₅N₃O; tetrabutyl ammonium fluoride; water; dimethyl sulfoxide; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 6.1: Wittig reaction / 7.1: Michael condensation;

DOI:10.1002/adsc.201100282

upstream raw materials:

C₂₉H₃₇NO₃Si

benzyl 2-hydroxypiperidine-1-carboxylate

5-<(benzyloxycarbonyl)amino>pentanol

5-(tert-butyldiphenylsilyloxy)pentan-1-ol

Refernces