Tert-butyl 2-carbamoylpiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-carbamoylpiperidine-1-carboxylate
• CAS No.: 388077-74-5
• Molecular Formula: C₁₁H₂₀N₂O₃
• Molecular Weight: 228.291
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40373563
• Mol file: 388077-74-5.mol

Synonyms:388077-74-5;tert-butyl 2-carbamoylpiperidine-1-carboxylate;(+/-)-1-n-boc-piperidine-2-carboxamide;1-N-Boc-Piperidine-2-carboxamide;1-Boc-2-piperidinamide;2-Carbamoyl-piperidine-1-carboxylic acid tert-butyl ester;1-Boc-2-(aminocarbonyl)-piperidine;1-piperidinecarboxylic acid, 2-(aminocarbonyl)-, 1,1-dimethylethyl ester;N-Boc-2-piperidinecarboxamide;MFCD02183582;1-boc-piperidine-2-carboxamide;N-BOC-piperidine-2-carboxamide;(S)-1-Boc-2-(aminocarbonyl)piperidine;SCHEMBL1478184;n-boc-dl-2-piperidinecarboxamide;DTXSID40373563;KIFYKONQFFJILQ-UHFFFAOYSA-N;STL135322;FMOC-(S)-?-(p-methylphenyl)alanine;AKOS005745655;AB14463;AB16406;AC-7694;CS-W002929;(R)-1-Boc-2-(aminocarbonyl)piperidine;tert-butyl piperidine-2-carbonylcarbamate;SY020462;t-butyl 2-carbamoylpiperidine-1-carboxylate;A6544;A9845;BB 0263056;FT-0630111;FT-0630138;FT-0641661;1-(tert-Butoxycarbonyl)piperidine-2-carboxamide;B56835;Q-103024;tert-butyl 2-(aminocarbonyl)piperidine-1-carboxylate

Chemical Property of Tert-butyl 2-carbamoylpiperidine-1-carboxylate

Chemical Property:

• Refractive Index: 1.472
• Boiling Point: 384.4 °C at 760 mmHg
• Flash Point: 186.3 °C
• PSA: 72.63000
• Density: 1.123 g/cm³
• LogP: 1.89950
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.14739250
• Heavy Atom Count: 16
• Complexity: 283

Purity/Quality:

98%, ^*data from raw suppliers

(+/-)-1-N-boc-Piperidine-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCC1C(=O)N

Technology Process of Tert-butyl 2-carbamoylpiperidine-1-carboxylate

There total 6 articles about Tert-butyl 2-carbamoylpiperidine-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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + (RS)-piperidine-2-carboxamide (19889-77-1) → rac-N-(tert-butoxycarbonyl)piperidine-2-carboxamide (388077-74-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1021/jm3011349

Reference yield: 88.2%

1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (98303-20-9) → rac-N-(tert-butoxycarbonyl)piperidine-2-carboxamide (388077-74-5)

Guidance literature:

With pyridine; di-tert-butyl dicarbonate; ammonium bicarbonate; In 1,4-dioxane; at 20 ℃;

Reference yield:

C14H23NO6 → rac-N-(tert-butoxycarbonyl)piperidine-2-carboxamide (388077-74-5)

Guidance literature:

With ammonia; In tetrahydrofuran; water; at 20 ℃;

upstream raw materials:

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

methyl pipecolinate

di-tert-butyl dicarbonate

(RS)-piperidine-2-carboxamide

Downstream raw materials:

(±)-tert-butyl 2-carbamothioylpiperidine-1-carboxylate

2-(N-hydroxycarbamimidoyl)-piperidine-1-carboxylic acid tert-butyl ester

3-(3-piperidin-2-yl-[1,2,4]oxadiazol-5-yl)-benzonitrile

Refernces

• 1、 Vasilevich,Aksenova,Aksenova,Afanasyev. "Design and development of macrocyclization methods for compounds with potential tuberculocidal activity to decrease CYP450 liver cytochrome inhibition". . p. 717 - 730. Retrieved 2017/05/29.
• 2、 Ginman, Tobias,Viklund, Jenny,Malmstr?m, Jonas,Blid, Jan,Emond, Rikard,Forsblom, Rickard,Johansson, Anh,Kers, Annika,Lake, Fredrik,Sehgelmeble, Fernando,Sterky, Karin J.,Bergh, Margareta,Lindgren, Anders,Johansson, Patrik,Jeppsson, Fredrik,F?lting, Johanna,Gravenfors, Ylva,Rahm, Fredrik. "Core refinement toward permeable β-secretase (BACE-1) inhibitors with low hERG activity". . p. 4181 - 4205. Retrieved 2013/07/19.