Methyl 3-(hydroxymethyl)piperazine-1-carboxylate

Base Information

• Chemical Name: Methyl 3-(hydroxymethyl)piperazine-1-carboxylate
• CAS No.: 126766-56-1
• Molecular Formula: C₇H₁₄N₂O₃
• Molecular Weight: 174.2
• DSSTox Substance ID: DTXSID401237082
• Mol file: 126766-56-1.mol

Synonyms:METHYL 3-(HYDROXYMETHYL)PIPERAZINE-1-CARBOXYLATE;126766-56-1;methyl 3-(hydroxymethyl)-1-piperazinecarboxylate;SCHEMBL10416359;DTXSID401237082;METHYL3-(HYDROXYMETHYL)PIPERAZINE-1-CARBOXYLATE

Chemical Property of Methyl 3-(hydroxymethyl)piperazine-1-carboxylate

Chemical Property:

• Boiling Point: 294.4±20.0 °C(Predicted)
• PKA: 14.97±0.10(Predicted)
• Density: 1.163±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 174.10044231
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

95+% ^*data from raw suppliers

Methyl3-(hydroxymethyl)piperazine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)N1CCNC(C1)CO

Technology Process of Methyl 3-(hydroxymethyl)piperazine-1-carboxylate

There total 6 articles about Methyl 3-(hydroxymethyl)piperazine-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: 23.0%

2-piperazinemethanol dihydrochloride (122323-87-9,149602-65-3,149629-71-0,149629-73-2,1217482-26-2) + methyl chloroformate (79-22-1) → methyl 3-(hydroxymethyl)-1-piperazinecarboxylate (126766-56-1)

Guidance literature:

With triethylamine; In acetonitrile; at 5 ℃; for 0.166667h;

DOI:10.1021/jm00067a004

Reference yield:

2-hydroxymethylpiperazine (28795-50-8) + methyl chloroformate (79-22-1) → methyl 3-(hydroxymethyl)-1-piperazinecarboxylate (126766-56-1)

Guidance literature:

With sodium chloride; sodium carbonate; triethylamine; In acetonitrile;

Reference yield:

ethyl 3-oxo-4-(phenylmethyl)-2-piperazinecarboxylate (149648-71-5) → methyl 3-(hydroxymethyl)-1-piperazinecarboxylate (126766-56-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Ambient temperature

2: 91 percent / H₂, aq. HCl / 10percent Pd/C / tetrahydrofuran / 2.5 h

3: 23 percent / Et₃N / acetonitrile / 0.17 h / 5 °C

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm00067a004

upstream raw materials:

2-piperazinemethanol dihydrochloride

methyl chloroformate

ethyl 3-oxo-4-(phenylmethyl)-2-piperazinecarboxylate

ethyl 3-oxo-1,4-bis(phenylmethyl)-2-piperazinecarboxylate

Downstream raw materials:

methyl 4-<(3,4-dichlorophenyl)acetyl>-3-(hydroxymethyl)-1-piperazinecarboxylate

methyl 4-[(3,4-dichlorophenyl)acetyl]-3-formyl-1-piperazinecarboxylate