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(R)-1-BOC-3-(Hydroxymethyl)piperazine

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(R)-1-BOC-3-(Hydroxymethyl)piperazine Basic information

Product Name:
(R)-1-BOC-3-(Hydroxymethyl)piperazine
Synonyms:
  • (3R)-3-(Hydroxymethyl)piperazine, N1-BOC protected 98%
  • tert-Butyl (3R)-3-(hydroxymethyl)-1-piperazinecarboxylate
  • (R)-3-HYDROXYMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • (R)-4-N-BOC-2-HYDROXYMETHYL-PIPERAZINE
  • (R)-1-Boc-3-hydroxymethyl-piperazine
  • (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate
  • H57159
  • (R)-4-Boc-2-hydroxymethyl-piperazine
CAS:
278788-66-2
MF:
C10H20N2O3
MW:
216.28
Product Categories:
  • pharmacetical
  • Piperaizine
  • 1
Mol File:
278788-66-2.mol
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(R)-1-BOC-3-(Hydroxymethyl)piperazine Chemical Properties

Melting point:
68-70°C
Boiling point:
322.9±22.0 °C(Predicted)
Density 
1.085±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
14.97±0.10(Predicted)
color 
White to Off-White
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-/m1/s1
InChIKey
NSILYQWHARROMG-MRVPVSSYSA-N
SMILES
N1(C(OC(C)(C)C)=O)CCN[C@@H](CO)C1
CAS DataBase Reference
278788-66-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
41-52
Safety Statements 
26-39
HS Code 
2933599590
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(R)-1-BOC-3-(Hydroxymethyl)piperazine Usage And Synthesis

Uses

(R)-1-Boc-3-hydroxymethylpiperazine is a used as a building block for the preparation of PI3K inhibitors for rheumatoid arthritis treatment,benzoxaborole derivatives as antimalarial agents and anti-tuberculosis agents.

Synthesis

1,4-bis-Boc-2-hydroxymethylpiperazine (13.9 kg) and 95% ethanol (30 kg) were added to the reactor, followed by the addition of an aqueous solution (water 21 kg) of configured sodium hydroxide (3.5 kg). The reaction mixture was then heated to reflux. Once the reaction was completed, ethanol was concentrated under reduced pressure. Subsequently, 30 kg of dichloromethane was added and the mixture was separated into liquid and aqueous phases. The aqueous phase was extracted three times with 3 × 20 kg of dichloromethane, and the organic phases were combined. The resulting solution was washed once with 40 kg of a 15% aqueous sodium chloride solution and dried with anhydrous sodium sulfate. Further purification was carried out to obtain (R)-1-BOC-3-(Hydroxymethyl)piperazine.

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