ChemicalBook > Product Catalog >Organic Chemistry >Heterocyclic Compounds >(S)-1-Boc-3-hydroxymethyl-piperazine

(S)-1-Boc-3-hydroxymethyl-piperazine

(S)-1-Boc-3-hydroxymethyl-piperazine Structure
CAS No.
314741-40-7
Chemical Name:
(S)-1-Boc-3-hydroxymethyl-piperazine
Synonyms
tert-butyl (S)-3-(hydroxymethyl)piperazine-1-carboxylate;H57160;TL8002412;NSILYQWHARROMG-QMMMGPOBSA-N;(S)-4-N-Boc-2-hydroxyMeth...;(3S)-3-(Hydroxymethyl)piperazine;(S)-1-Boc-3-(hyroxyMethyl)piperazine;(S)-1-Boc-3-hydroxymethyl-piperazine;(S)-4-Boc-2-(Hydroxymethyl)piperazine;(3S)-1-Boc-3-(hydroxyMethyl)-piperazine
CBNumber:
CB0947688
Molecular Formula:
C10H20N2O3
Molecular Weight:
216.28
MOL File:
314741-40-7.mol
MSDS File:
SDS
Modify Date:
2023/10/16 10:47:52

(S)-1-Boc-3-hydroxymethyl-piperazine Properties

Boiling point 322.9±22.0 °C(Predicted)
Density 1.085±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka 14.97±0.10(Predicted)
CAS DataBase Reference 314741-40-7

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02
Signal word  Danger
Hazard statements  H320-H225
Precautionary statements  P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P303+P361+P353-P403+P235
HS Code  2933599590

(S)-1-Boc-3-hydroxymethyl-piperazine Chemical Properties,Uses,Production

Definition

(S)-1-Boc-3-hydroxymethyl-piperazine is also known as (S)-4-N-Boc-2-(hydroxymethyl)piperazine or (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate.

Uses

(S)-4-N-Boc-2-(hydroxymethyl)piperazine is a useful research chemical.

Synthesis

To synthesize (S)-1-Boc-3-hydroxymethyl-piperazine, a stirred suspension of (S)-piperazine-l,3-dicarboxylic acid l-tert-buty ester (5.00 g, 21.7 mmol) in THF (40 mL) was prepared. Slowly, 1.0 M borane-THF complex solution (32.6 mL, 32.6 mmol) was added to the suspension. The reaction mixture was heated to 90 ℃ and stirred under reflux for 2 h. Before further proceeding, the mixture was removed from heat and an additional 1.5 equivalents of 1.0 M borane-THF complex solution (32.6 mL, 32.6 mmol) was added. The reaction was then reheated and stirred under reflux for 2 h. Subsequently, the reaction mixture was cooled to 0 ℃ and quenched by slowly adding methanol. The resulting mixture was concentrated under reduced pressure, yielding a white solid. This solid was dissolved in THF (30 mL) and cooled to 0 ℃. Slowly, a 2.0 M solution of lithium aluminum hydride (LiAlH4) in THF (27 mL, 54.0 mmol) was added. The reaction was heated to 90 ℃ and stirred under reflux for 2 h. Another portion of 2.0 M LiAlH4 was added, and the reaction mixture was stirred under reflux for 4 hours, followed by overnight stirring at RT. The reaction mixture was then cooled to 0 ℃ and quenched by slowly adding 1.0 M aqueous sodium hydroxide (NaOH) solution until the exothermic reaction subsided. The product (S)-1-Boc-3-hydroxymethyl-piperazine was obtained after purification.
(S)-1-Boc-3-hydroxymethyl-piperazine

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(S)-1-Boc-3-hydroxymethyl-piperazine (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate (S)-4-Boc-2-(Hydroxymethyl)piperazine H57160 1-Piperazinecarboxylic acid, 3-(hydroxymethyl)-, 1,1-dimethylethyl ester, (3S)- (S)-4-N-Boc-2-hydroxyMeth... (S)-1-Boc-3-(hyroxyMethyl)piperazine tert-butyl (3S)-3-(hydroxyMethyl)piperazine-1-carboxylate (3S)-1-Boc-3-(hydroxyMethyl)-piperazine (3S)-3-(Hydroxymethyl)piperazine 1,1-Dimethylethyl (3S)-3-(hydroxymethyl)-1-piperazinecarboxylate tert-butyl (S)-3-(hydroxymethyl)piperazine-1-carboxylate NSILYQWHARROMG-QMMMGPOBSA-N TL8002412 (3S)-3-(hydroxymethyl)-1-Piperazinecarboxylic acid tert-butyl ester 314741-40-7 Piperaizine