tert-butyl 2-carbamimidoylpiperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 2-carbamimidoylpiperidine-1-carboxylate
• CAS No.: 1258640-98-0
• Molecular Formula: C₁₁H₂₁N₃O₂
• Molecular Weight: 227.307
• Mol file: 1258640-98-0.mol

Synonyms:

Chemical Property of tert-butyl 2-carbamimidoylpiperidine-1-carboxylate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

tert-butyl2-carbamimidoylpiperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-carbamimidoylpiperidine-1-carboxylate

There total 2 articles about tert-butyl 2-carbamimidoylpiperidine-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: 79.0%

rac-N-(tert-butoxycarbonyl)piperidine-2-carboxamide (388077-74-5) → tert-butyl 2-carbamimidoylpiperidine-1-carboxylate (1258640-98-0)

Guidance literature:

rac-N-(tert-butoxycarbonyl)piperidine-2-carboxamide; With triethyloxonium fluoroborate; In dichloromethane; for 3h;

With ammonia; In methanol; at 20 ℃; for 24h;

DOI:10.1134/S1070363217040107

Reference yield:

1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (98303-20-9) → tert-butyl 2-carbamimidoylpiperidine-1-carboxylate (1258640-98-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1'-carbonyldiimidazole; ammonium carbonate; triethylamine / acetonitrile / 24 h / 20 °C

2.1: triethyloxonium fluoroborate / dichloromethane / 3 h

2.2: 24 h / 20 °C

With ammonium carbonate; triethyloxonium fluoroborate; triethylamine; 1,1'-carbonyldiimidazole; In dichloromethane; acetonitrile;

DOI:10.1134/S1070363217040107

Reference yield:

tert-butyl 2-carbamimidoylpiperidine-1-carboxylate (1258640-98-0) → methyl 2-[2-(1-{3-[(tert-butoxycarbonylamino)methyl]benzyl}piperidin-2-yl)-6-methylpyrimidin-4ylamino]thiazole-5-carboxylate

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium t-butanolate / ethanol / 0.17 h

1.2: 10 h / Reflux

2.1: trichlorophosphate; N,N-dimethyl-aniline / toluene / 3 h / Reflux

3.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium carbonate / toluene; water / 2 h / 140 °C / Inert atmosphere; Microwave irradiation

4.1: hydrogenchloride / methanol; 1,4-dioxane / 5 h / 20 °C

5.1: sodium tris(acetoxy)borohydride / dichloromethane / 12 h / 20 °C

With hydrogenchloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tris(acetoxy)borohydride; sodium carbonate; N,N-dimethyl-aniline; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; trichlorophosphate; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; toluene; 3.1: |Buchwald-Hartwig Coupling;

DOI:10.1134/S1070363217040107

upstream raw materials:

1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid

rac-N-(tert-butoxycarbonyl)piperidine-2-carboxamide