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

HS Code 

2933599590

(S)-1-Boc-3-hydroxymethyl-piperazine Usage And Synthesis

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(314741-40-7)Related Product Information

• (S)-4-N-Boc-piperazine-2-carboxylic acid methyl ester
• (S)-tert-butyl 4-(1-aminoethyl)piperidine-1-carboxylate
• (R)-4-N-Boc-piperazine-2-carboxylic acid methyl ester
• METHYL 4-BOC-PIPERAZINE-2-CARBOXYLATE
• (S)-1-N-Boc-piperazine-2-carboxylic acid methyl ester
• (R)-N-Boc-piperazine-2-carboxylic acid methyl ester
• 1-Pyrrolidinecarboxylicacid,3-(methylamino)-,1,1-dimethylethylester,(3S)-(9CI)
• (S)-1-Boc-3-(hyroxymethyl)piperidine
• 3-HYDROXYMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• 1-N-Boc-2-(hydroxymethyl)piperazine
• (S)-1-Boc-2-Hydroxymethyl-piperazine
• (R)-1-N-Boc-2-(hydroxymethyl)piperazine
• (R)-1-BOC-3-(Hydroxymethyl)piperazine
• (S)-1-Boc-3-hydroxymethyl-piperazine
• (S)-1-(((9H-FLUOREN-9-YL)METHOXY)CARBONYL)-4-(TERT-BUTOXYCARBONYL)PIPERAZINE-2-CARBOXYLIC ACID
• (S)-4-N-BOC-PIPERAZINE-2-CARBOXYLIC ACID
• (S)-N-4-BOC-N-1-CBZ-2-PIPERAZINE CARBOXYLIC ACID
• (S)-1,4-BIS(TERT-BUTOXYCARBONYL)PIPERAZINE-2-CARBOXYLIC ACID