TERT-BUTYL 4-(2-HYDROXYETHYL)PIPERAZINE-1-CARBOXYLATE Chemical Properties

Melting point:

38-42 °C

Boiling point:

114°C 0,1mm

Density 

1.092±0.06 g/cm3(Predicted)

Flash point:

110 °C

storage temp. 

2-8°C

pka

14.96±0.10(Predicted)

form 

Solid

color 

White to pale brown

InChI

InChI=1S/C11H22N2O3/c1-11(2,3)16-10(15)13-6-4-12(5-7-13)8-9-14/h14H,4-9H2,1-3H3

InChIKey

VRXIOAYUQIITBU-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCN(CCO)CC1

CAS DataBase Reference

77279-24-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,N,T

Risk Statements 

36/37/38-50-25

Safety Statements 

26-36/37/39-61-45

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2933599590

TERT-BUTYL 4-(2-HYDROXYETHYL)PIPERAZINE-1-CARBOXYLATE Usage And Synthesis

Uses

Boc-Piperazine-OH is a PROTAC Linker in SJ46420 (HY-168635)[1].

Synthesis

General procedure: synthesis of tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (57): 1-(2-hydroxyethyl)piperazine (3.0 g, 23.0 mmol) was dissolved in dry tetrahydrofuran (THF) under nitrogen protection. Subsequently, di-tert-butyl dicarbonate (5.5 g, 25.3 mmol) was slowly added to this solution. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the solvent was evaporated to half of the initial volume by rotary evaporator. The concentrated mixture was poured into deionized water and extracted with dichloromethane (CH2Cl2). The organic phases were combined, washed with saturated saline and dried over anhydrous sodium sulfate (Na2SO4). After filtration, the filtrate was concentrated under reduced pressure to afford the light yellow oily product tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (5.3 g, quantitative yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 1.46 (s, 9H), 2.44-2.46 (m, 4H), 2.54-2.57 (m, 2H), 2.66 (m, J = 5.3 Hz, 1H), 3.42-3.45 (m, 4H), 3.62 (q, J = 5.3 Hz, 2H).

References

[1] Scott DC, et al. Principles of paralog-specific targeted protein degradation engaging the C-degron E3 KLHDC2. Nat Commun. 2024 Oct 12;15(1):8829. DOI:10.1038/s41467-024-52966-3

TERT-BUTYL 4-(2-HYDROXYETHYL)PIPERAZINE-1-CARBOXYLATE(77279-24-4)Related Product Information

• Methyltetrazine-Amine
• BREDERECK'S REAGENT
• TERT-BUTYL VINYL ETHER
• tert-Butyldimethylsilyl chloride
• 4-Boc-1-piperazineacetic acid
• 2-(4-Boc-Piperazinyl)-2-phenylacetic acid
• 2-(4-BOC-PIPERAZINYL)-4-PHENYLBUTANOIC ACID
• 2-(4-BOC-PIPERAZINYL)-2-(4-METHYLPHENYL)ACETIC ACID
• 2-(THIOPHEN-2-YL)-3-(4-BOC-PIPERAZIN-1-YL)ACETIC ACID
• TERT-BUTYL 4-(2-HYDROXYETHYL)PIPERAZINE-1-CARBOXYLATE
• 2-(1-TERT-BUTOXYCARBONYLPIPERAZIN-4-YL)PROPIONIC ACID
• 4-[CARBOXY-(4-METHOXY-PHENYL)-METHYL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER HYDROCHLORIDE
• 2-(4-BOC-PIPERAZINYL)-2-(3-PYRIDINYL)ACETIC ACID
• 1-BOC-4-[CARBOXY-(1H-INDOL-2-YL)-METHYL]-PIPERAZINE
• 2-(4-BOC-PIPERAZINYL)-2-(2-METHOXY-PHENYL)ACETIC ACID
• (3E)-2-(4-BOC-PIPERAZINYL)-4-PHENYL-3-BUTENOIC ACID
• (+/-)-1-AMINO-3-N-(4'-BOC-PIPERAZINYL)-2-PROPANOL
• 4-[CARBOXY-(4-TRIFLUOROMETHYL-PHENYL)-METHYL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER HYDROCHLORIDE