Tert-butyl 3-methoxypiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-methoxypiperidine-1-carboxylate
• CAS No.: 146337-23-7
• Molecular Formula: C11H21NO3
• Molecular Weight: 215.2893
• DSSTox Substance ID: DTXSID00434907
• Mol file: 146337-23-7.mol

Synonyms:Tert-butyl 3-methoxypiperidine-1-carboxylate;146337-23-7;1-Boc-3-Methoxypiperidine;SCHEMBL791930;DTXSID00434907;UKMAKHCSDTXLJN-UHFFFAOYSA-N;AB6728;MFCD10569284;AC-7885;SB49689;Tert-butyl3-methoxypiperidine-1-carboxylate;CS-0334053;TERT-BUTYL 3-METHOXY-1-PIPERIDINECARBOXYLATE;3-Methoxy-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 3-methoxypiperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Boiling Point: 274.094°C at 760 mmHg
• PKA: -2.40±0.40(Predicted)
• Flash Point: 119.568°C
• PSA: 38.77000
• Density: 1.03g/cm³
• LogP: 1.97020
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 215.15214353
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

tert-butyl3-methoxypiperidine-1-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC(C1)OC

Technology Process of Tert-butyl 3-methoxypiperidine-1-carboxylate

There total 3 articles about Tert-butyl 3-methoxypiperidine-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%

N-tert-butoxycarbonyl-3-piperidinol (85275-45-2) + methyl iodide (74-88-4) → tert-butyl 3-methoxypiperidine-1-carboxylate (146337-23-7)

Guidance literature:

N-tert-butoxycarbonyl-3-piperidinol; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b01765

Reference yield: 88.0%

→ tert-butyl 3-methoxypiperidine-1-carboxylate (146337-23-7)

Guidance literature:

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 3-methoxypiperidine-1-carboxylate (146337-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / Et₃N / CHCl₃

2: 89 percent / NaH / tetrahydrofuran / 6 h / 20 °C

With sodium hydride; triethylamine; In tetrahydrofuran; chloroform; 1: Boc-protection / 2: Methylation;

DOI:10.1021/ol9912534

upstream raw materials:

N-tert-butoxycarbonyl-3-piperidinol

methyl iodide

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl 1,2,3,4-tetrahydro-1-pyridinecarboxylate

(S)-1-N-Boc-piperidine-2-al

(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid

tert-butyl (2S)-2-(hydroxymethyl)piperidine-1-carboxylate