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(S)-1-N-Boc-2-methylpiperazine

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(S)-1-N-Boc-2-methylpiperazine Basic information

Product Name:
(S)-1-N-Boc-2-methylpiperazine
Synonyms:
  • 1-Boc-2-(S)-Methyl Piperazine
  • TERT-BUTYL (2S)-2-METHYPIPERAZINE-1-CARBOXYLATE
  • (R)-2-METHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • (R)-2-METHYL-1-BOC-PIPERAZINE
  • (S)-TERT-BUTYL 2-METHYLPIPERAZINE-1-CARBOXYLATE
  • (S)-1-N-BOC-2-METHYL PIPERAZINE
  • (S)-2-METHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • (R)-TERT-BUTYL 2-METHYLPIPERAZINE-1-CARBOXYLATE
CAS:
169447-70-5
MF:
C10H20N2O2
MW:
200.28
Product Categories:
  • Chiral Reagents
  • Heterocycles
  • pharmacetical
  • Piperaizine
Mol File:
169447-70-5.mol
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(S)-1-N-Boc-2-methylpiperazine Chemical Properties

Melting point:
43.0 to 47.0 °C
Boiling point:
268.7±15.0 °C(Predicted)
Density 
0.997±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble in Methanol
form 
powder to crystal
pka
8.49±0.40(Predicted)
color 
White to Almost white
InChI
InChI=1S/C10H20N2O2/c1-8-7-11-5-6-12(8)9(13)14-10(2,3)4/h8,11H,5-7H2,1-4H3/t8-/m0/s1
InChIKey
DATRVIMZZZVHMP-QMMMGPOBSA-N
SMILES
N1(C(OC(C)(C)C)=O)CCNC[C@@H]1C
CAS DataBase Reference
169447-70-5(CAS DataBase Reference)
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Safety Information

RIDADR 
UN3077
HS Code 
2933599590
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(S)-1-N-Boc-2-methylpiperazine Usage And Synthesis

Uses

(S)-1-N-Boc-2-methylpiperazine is used in the preparation of pyrazolo[3,4-b]pyridine dual pharmacophores as PDE4-muscarinic antagonists.

Synthesis

A solution of (S)-2-methyl piperazine (2 g, 20 mmol) in THF (200 ml_) was mixed with nBuLi (25 ml, 1.6 M in hexanes, 40 mmol) at rt. The solution was stirred for 30 minutes before TBDMSCI (3.04 g, 20 mmol) was added. The mixture was stirred for 1 hour and then (Boc)2O (5.2 g, 24 mmol) was added to the solution. After 1 hour, the solution was diluted with H2O (50 ml). The organic layer was separated, washed with brine (50 mL), dried over Na2SO4, and concentrated EPO under vacuum. Finally, (S)-1-N-Boc-2-methylpiperazine was obtained after purification.

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