rac-benzyl 3-((tert-butoxycarbonyl)amino)-3-methylpiperidine-1-carboxylate

Base Information

• Chemical Name: rac-benzyl 3-((tert-butoxycarbonyl)amino)-3-methylpiperidine-1-carboxylate
• CAS No.: 1196506-86-1
• Molecular Formula: C₁₉H₂₈N₂O₄
• Molecular Weight: 348.442
• Mol file: 1196506-86-1.mol

Synonyms:rac-benzyl 3-((tert-butoxycarbonyl)amino)-3-methylpiperidine-1-carboxylate

Chemical Property of rac-benzyl 3-((tert-butoxycarbonyl)amino)-3-methylpiperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-benzyl 3-((tert-butoxycarbonyl)amino)-3-methylpiperidine-1-carboxylate

There total 5 articles about rac-benzyl 3-((tert-butoxycarbonyl)amino)-3-methylpiperidine-1-carboxylate 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: 43.0%

1-((benzyloxy)carbonyl)-3-methylpiperidine-3-carboxylic acid (174543-78-3) + tert-butyl alcohol (75-65-0) → rac-benzyl 3-((tert-butoxycarbonyl)amino)-3-methylpiperidine-1-carboxylate (1196506-86-1)

Guidance literature:

1-((benzyloxy)carbonyl)-3-methylpiperidine-3-carboxylic acid; tert-butyl alcohol; With diphenyl phosphoryl azide; triethylamine; for 6h; Heating; Reflux;

at 126 ℃; for 72h; sealed tube;

Reference yield:

3-ethyl 1-(phenylmethyl) 1,3-piperidinedicarboxylate (310454-53-6) → rac-benzyl 3-((tert-butoxycarbonyl)amino)-3-methylpiperidine-1-carboxylate (1196506-86-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C

1.2: -78 - 20 °C

2.1: water; lithium hydroxide / ethanol / 1 h / 86 °C

2.2: pH 3 - 4

3.1: diphenyl phosphoryl azide; triethylamine / 6 h / Heating; Reflux

3.2: 72 h / 126 °C / sealed tube

With diphenyl phosphoryl azide; water; triethylamine; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;

Reference yield:

1-benzyl 3-ethyl 3-methylpiperidine-1,3-dicarboxylate (664364-60-7) → rac-benzyl 3-((tert-butoxycarbonyl)amino)-3-methylpiperidine-1-carboxylate (1196506-86-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: water; lithium hydroxide / ethanol / 1 h / 86 °C

1.2: pH 3 - 4

2.1: diphenyl phosphoryl azide; triethylamine / 6 h / Heating; Reflux

2.2: 72 h / 126 °C / sealed tube

With diphenyl phosphoryl azide; water; triethylamine; lithium hydroxide; In ethanol;

upstream raw materials:

1-((benzyloxy)carbonyl)-3-methylpiperidine-3-carboxylic acid

tert-butyl alcohol

3-ethyl 1-(phenylmethyl) 1,3-piperidinedicarboxylate

1-benzyl 3-ethyl 3-methylpiperidine-1,3-dicarboxylate

Downstream raw materials:

tert-butyl N-(3-methyl-3-piperidinyl)carbamate