(R)-1-N-Boc-2-(hydroxymethyl)piperazine Chemical Properties

Boiling point:

324.0±17.0 °C(Predicted)

Density 

1.085±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

14.97±0.10(Predicted)

Appearance

White to off-white Solid

optical activity

Consistent with structure

InChI

InChI=1S/C10H20N2O3/c1-10(2,3)15-9(14)12-5-4-11-6-8(12)7-13/h8,11,13H,4-7H2,1-3H3/t8-/m1/s1

InChIKey

BCPPNDHZUPIXJM-MRVPVSSYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCNC[C@@H]1CO

Safety Information

HS Code 

2933599590

(R)-1-N-Boc-2-(hydroxymethyl)piperazine Usage And Synthesis

Uses

(R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate is used in preparation of novel substituted quinoline-8-carbonitrile derivatives with androgen receptor degradation activity and uses thereof.

Synthesis

Lithium aluminum hydride (1M in THF, 26 ml) was added to a solution of L-TERT- butyl 2-methyl (2R)-piperazine-1, 2-dicarboxylate (2. 55 g) in THF (70 ml) at-40°C, and then the reaction was warmed to room temperature. After stirring for 1 h, this reaction system was cooled to 0°C and quenched by sequential addition of water (1 ml), sodium hydroxide (2N, 1 ml), and then water (2 ml). The resulting slurry was filtered and concentrated in vacuo to give (R)-1-N-Boc-2-(hydroxymethyl)piperazine.

References

[1] Patent: WO2005/26152, 2005, A1. Location in patent: Page/Page column 136

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