tert-Butyl 4-(4-formylbenzyl)piperazine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-(4-formylbenzyl)piperazine-1-carboxylate
• CAS No.: 844891-09-4
• Molecular Formula: C17H24 N2 O3
• Molecular Weight: 304.389
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID30383737
• Wikidata: Q82175525
• Mol file: 844891-09-4.mol

Synonyms:844891-09-4;tert-Butyl 4-(4-formylbenzyl)piperazine-1-carboxylate;Tert-butyl 4-[(4-formylphenyl)methyl]piperazine-1-carboxylate;4-(4-Formylbenzyl)piperazine, N1-BOC protected;4-[(Piperazin-4-yl)methyl]benzaldehyde, N1-BOC protected;SCHEMBL209383;tert-butyl-4-(4-formylbenzyl)piperazine-1-carboxylate;DTXSID30383737;UMXKYTSTYWRBBK-UHFFFAOYSA-N;MFCD06659067;AKOS024190641;1-Piperazinecarboxylicacid, 4-[(4-formylphenyl)methyl]-, 1,1-dimethylethyl ester;PS-11008;CS-0141327;4-(4-Formylbenzyl)piperazine,N1-Boc protected;E81752;J-524632;tert-Butyl 4-(4-formylbenzyl)-1-piperazinecarboxylate

Chemical Property of tert-Butyl 4-(4-formylbenzyl)piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 2.83E-07mmHg at 25°C
• Melting Point: 57 °C
• Boiling Point: 420.3°C at 760 mmHg
• Flash Point: 208°C
• PSA: 49.85000
• Density: 1.145g/cm³
• LogP: 2.42760
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 304.17869263
• Heavy Atom Count: 22
• Complexity: 376

Purity/Quality:

98%min ^*data from raw suppliers

4-(4-Formylbenzyl)piperazine, N1-Boc protected 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)CC2=CC=C(C=C2)C=O

Technology Process of tert-Butyl 4-(4-formylbenzyl)piperazine-1-carboxylate

There total 3 articles about tert-Butyl 4-(4-formylbenzyl)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: 68.0%

4-(bromomethyl)benzaldehyde (51359-78-5) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(4-formylbenzyl)piperazine-1-carboxylate (844891-09-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃;

Reference yield: 56.7%

4-chloromethylbenzaldehyde (73291-09-5) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(4-formylbenzyl)piperazine-1-carboxylate (844891-09-4)

Guidance literature:

With potassium carbonate; In acetonitrile; at 50 ℃;

Reference yield:

4-(hydroxylmethyl)benzaldehyde (52010-97-6) → tert-butyl 4-(4-formylbenzyl)piperazine-1-carboxylate (844891-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; triphenylphosphine / dichloromethane / 4 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

With N-Bromosuccinimide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

4-chloromethylbenzaldehyde

1-t-Butoxycarbonylpiperazine

4-(bromomethyl)benzaldehyde

4-(hydroxylmethyl)benzaldehyde

Downstream raw materials:

tert-butyl 4-(4-(6-bromo-7-(4-((5-methylisoxazol-3-yl)methyl)piperazin-1-yl)-3H-imidazo[4,5-b]pyridin-2-yl)benzyl)piperazine-1-carboxylate

6-bromo-2-(4-(piperazin-1-ylmethyl)phenyl)-7-(4-((6-(trifluoromethyl)pyridin-3-yl)methyl)piperazin-1-yl)-3H-imidazo[4,5-b]pyridine

6-bromo-2-(4-(piperazin-1-ylmethyl)phenyl)-7-(4-(1-(pyridin-4-yl)ethyl)piperazin-1-yl)-3H-imidazo[4,5-b]pyridine

6-bromo-2-(4-(piperazin-1-ylmethyl)phenyl)-7-(4-(1-(pyridin-3-yl)ethyl)piperazin-1-yl)-3H-imidazo[4,5-b]pyridine