|
|
| | (S)-1-Boc-3-hydroxymethyl-piperazine Basic information |
| Product Name: | (S)-1-Boc-3-hydroxymethyl-piperazine | | Synonyms: | (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 | | CAS: | 314741-40-7 | | MF: | C10H20N2O3 | | MW: | 216.28 | | EINECS: | | | Product Categories: | Piperaizine | | Mol File: | 314741-40-7.mol |  |
| | (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) | | InChI | InChI=1S/C10H20N2O3/c1-10(2,3)15-9(14)12-5-4-11-8(6-12)7-13/h8,11,13H,4-7H2,1-3H3/t8-/m0/s1 | | InChIKey | NSILYQWHARROMG-QMMMGPOBSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CCN[C@H](CO)C1 | | CAS DataBase Reference | 314741-40-7 |
| | (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 Preparation Products And Raw materials |
|