4-[4-(tert-Butoxycarbonyl)piperazino]benzoic acid Chemical Properties

Melting point:

50 °C

Boiling point:

476.9±40.0 °C(Predicted)

Density 

1.213±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder

pka

5.12±0.10(Predicted)

color 

Off-white

CAS DataBase Reference

162046-66-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

22-26-36/37/39

Hazard Note 

Harmful

HS Code 

2933599590

4-[4-(tert-Butoxycarbonyl)piperazino]benzoic acid Usage And Synthesis

Uses

Boc-piperazine-benzoic acid is a PROTAC linker and can be used in the synthesis of PROTACs, such as PROTAC androgen receptor (AR) degrader ARD-2128 (HY-13229)[1].

Synthesis

General procedure for the synthesis of tert-butyl 4-(4-carboxyphenyl)piperazine-1-carboxylate from tert-butyl 4-(4-(methoxycarbonyl)phenyl)piperazine-1-carboxylate: 4-(4-(methoxycarbonyl)phenyl)piperazine-1-carboxylic acid tert-butyl ester (3.2 g, 10 mmol) was reacted with 2M NaOH solution (50 mL) in a mixture of THF (50 mL) and EtOH ( 50 mL) in a mixed solvent and the reaction was stirred at 60 °C for 3 hours. After completion of the reaction, the reaction mixture was concentrated to give a residue. The pH of the residue was adjusted to 7 with 2M HCl solution and filtered to afford tert-butyl 4-(4-carboxyphenyl)piperazine-1-carboxylate as a white solid (3.0 g, 100% yield).

References

[1] Han X, et al. Strategies toward Discovery of Potent and Orally Bioavailable Proteolysis Targeting Chimera Degraders of Androgen Receptor for the Treatment of Prostate Cancer. J Med Chem. 2021;64(17):12831-12854.

4-[4-(tert-Butoxycarbonyl)piperazino]benzoic acid(162046-66-4)Related Product Information

• Levodropropizine
• N-Aminoethylpiperazine
• 1,2-Dimethylhydrazine Dihydrochloride
• 2-Ethylhexyl ferulate
• 1-Boc-4-(4-methoxycarbonylphenyl)piperazine
• Carboxy styrene-butadiene latex
• 2-[4-(TERT-BUTOXYCARBONYL)PIPERAZINO]BENZOIC ACID
• 4-(2-AMINO-4-METHOXYCARBONYL-PHENYL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• AQUANTRAAL
• BENZOICACID
• 4-(BOC-PIPERAZIN-1-YL)-3-NITROBENZOIC A&
• 4-(4-ETHOXYCARBONYL-PHENYL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• 4-[4-(tert-Butoxycarbonyl)piperazino]benzoic acid