ChemicalBook CAS DataBase List (S)-1-Boc-2-(Hydroxymethyl)piperazine

(S)-1-Boc-2-(Hydroxymethyl)piperazine synthesis

9synthesis methods

Product Name:(S)-1-Boc-2-(Hydroxymethyl)piperazine
CAS Number:1030377-21-9
Molecular formula:C10H20N2O3
Molecular Weight:216.28

To a solution of (S)-4-benzyl 1-tert-butyl 2-(hydroxymethyl)piperazine-1,4-dicarboxylate (1.5 g, 4.28 mmol) in MeOH (20 mL), 10 % Pd/C (150 mg) was added. The mixture was stirred at room temperature for 3 hours under H2. Afterwards, the solid was removed by filtration and the filtrate was concentrated to yield (S)-1-Boc-2-(Hydroxymethyl)piperazine (850 mg, 3.93 mmol, 91.82 percent) as a white solid.
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1,4-Piperazinedicarboxylic acid, 2-(hydroxymethyl)-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester, (2S)-

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Yield:1030377-21-9 91.82%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol at 20; for 3 h;

Steps:

55.1 Step 1:

Step 1:
(S)-tert-butyl 2-(hydroxymethyl)piperazine-1-carboxylate
To a solution of (S)-4-benzyl 1-tert-butyl 2-(hydroxymethyl)piperazine-1,4-dicarboxylate (1.5 g, 4.28 mmol) in MeOH (20 mL) was added 10% Pd/C (150 mg).
The mixture was stirred at rt for 3 h under H₂.
Then the solid was remove by filtration and the filter was concentrated to give (S)-tert-butyl 2-(hydroxymethyl)piperazine-1-carboxylate (850 mg, 3.93 mmol, 91.82%) as a white solid. ESI-MS (EI⁺, m/z): 217.3 [M+H]⁺.

References:

US2018/127370,2018,A1 Location in patent:Paragraph 1006; 1004