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HomeProduct name list(S)-1-Boc-3-hydroxymethyl-piperazine

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

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

What is (S)-1-Boc-3-hydroxymethyl-piperazine?

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.

The Uses of (S)-1-Boc-3-hydroxymethyl-piperazine

(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

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

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

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
GHS Hazard Statements H225:Flammable liquids
H320:Serious eye damage/eye irritation
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233:Keep container tightly closed.
P240:Ground/bond container and receiving equipment.
P241:Use explosion-proof electrical/ventilating/lighting/…/equipment.
P242:Use only non-sparking tools.
P243:Take precautionary measures against static discharge.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P337+P313:IF eye irritation persists: Get medical advice/attention.
P370+P378:In case of fire: Use … for extinction.
P403+P235:Store in a well-ventilated place. Keep cool.

Computed Descriptors for (S)-1-Boc-3-hydroxymethyl-piperazine

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