Tert-butyl 4-{4-[(methylamino)methyl]phenyl}piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-{4-[(methylamino)methyl]phenyl}piperazine-1-carboxylate
• CAS No.: 681508-91-8
• Molecular Formula: C17H27N3O2
• Molecular Weight: 305.42
• DSSTox Substance ID: DTXSID90428173
• Wikidata: Q82240971
• Mol file: 681508-91-8.mol

Synonyms:tert-butyl 4-{4-[(methylamino)methyl]phenyl}piperazine-1-carboxylate;681508-91-8;Tert-butyl 4-[4-(methylaminomethyl)phenyl]piperazine-1-carboxylate;tert-Butyl 4-[4-[(METHYLAMINO)METHYL]PHENYL]PIPERAZINE-1-CARBOXYLATE;DTXSID90428173;MFCD08060503;AKOS027270044;MS-22351;FT-0749980;J-524675;tert-Butyl 4-(4-[(methylamino)methyl]phenyl)piperazine-1-carboxylate, AldrichCPR

Chemical Property of Tert-butyl 4-{4-[(methylamino)methyl]phenyl}piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 1.01E-07mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 433.6°C at 760 mmHg
• Flash Point: 216°C
• PSA: 44.81000
• Density: 1.084g/cm³
• LogP: 2.85690
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 305.21032711
• Heavy Atom Count: 22
• Complexity: 351

Purity/Quality:

98%min ^*data from raw suppliers

TERT-BUTYL 4-(4-[(METHYLAMINO)METHYL]PHENYL)PIPERAZINE-1-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)C2=CC=C(C=C2)CNC

Technology Process of Tert-butyl 4-{4-[(methylamino)methyl]phenyl}piperazine-1-carboxylate

There total 4 articles about Tert-butyl 4-{4-[(methylamino)methyl]phenyl}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:

C17H25N3O2 → tert-butyl 4-(4-((methylamino)methyl)phenyl)piperazine-1-carboxylate (681508-91-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; water; at 0 - 20 ℃;

DOI:10.1021/acs.jmedchem.5b01979

Reference yield:

4-(4-(1,1-dimethylethoxycarbonyl)piperazinyl)benzaldehyde (197638-83-8) → tert-butyl 4-(4-((methylamino)methyl)phenyl)piperazine-1-carboxylate (681508-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / methanol; water / 4 h / Reflux

2: sodium tetrahydroborate / methanol; water / 0 - 20 °C

With sodium tetrahydroborate; sodium hydrogencarbonate; In methanol; water;

DOI:10.1021/acs.jmedchem.5b01979

Reference yield:

1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(4-((methylamino)methyl)phenyl)piperazine-1-carboxylate (681508-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 130 °C / Inert atmosphere

2: sodium hydrogencarbonate / methanol; water / 4 h / Reflux

3: sodium tetrahydroborate / methanol; water / 0 - 20 °C

With sodium tetrahydroborate; sodium hydrogencarbonate; potassium carbonate; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.5b01979

upstream raw materials:

4-(4-(1,1-dimethylethoxycarbonyl)piperazinyl)benzaldehyde

1-t-Butoxycarbonylpiperazine

di-tert-butyl dicarbonate