Piperazine, 2-methyl-1-(phenylmethyl)-, (2S)- (9CI)

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Piperazine, 2-methyl-1-(phenylmethyl)-, (2S)- (9CI) Basic information
Product Name:Piperazine, 2-methyl-1-(phenylmethyl)-, (2S)- (9CI)
Synonyms:Piperazine, 2-methyl-1-(phenylmethyl)-, (2S)- (9CI);(2S)-1-BENZYL-2-METHYLPIPERAZINE;Piperazine, 2-methyl-1-(phenylmethyl)-, (2S)-;Alfacalcidol Impurity 12;(S)-1-Benzyl-2-methylpiperazine - [B91459]
CAS:511254-92-5
MF:C12H18N2
MW:190.28
EINECS:
Product Categories:PIPERIDINE
Mol File:511254-92-5.mol
Piperazine, 2-methyl-1-(phenylmethyl)-, (2S)- (9CI) Structure
Piperazine, 2-methyl-1-(phenylmethyl)-, (2S)- (9CI) Chemical Properties
Boiling point 282℃
density 0.991
Fp 112℃
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka9.29±0.40(Predicted)
AppearanceBrown to dark brown Liquid
Safety Information
HS Code 2933599590
MSDS Information
Piperazine, 2-methyl-1-(phenylmethyl)-, (2S)- (9CI) Usage And Synthesis
Synthesis
1-Piperazinecarboxylic acid, 3-methyl-4-(phenylmethyl)-, 1,1-dimethylethyl ester, (3S)-

716339-52-5

Piperazine, 2-methyl-1-(phenylmethyl)-, (2S)- (9CI)

511254-92-5

Step 2: tert-Butyl (S)-4-benzyl-3-methylpiperazine-1-carboxylate (11.6 g, 40 mmol) was dissolved in dichloromethane (100 mL), trifluoroacetic acid (20 mL) was added slowly and the reaction mixture was stirred at room temperature for 30 minutes. Upon completion of the reaction, the reaction solution was concentrated to remove the solvent. Subsequently, the concentrate was dissolved in ice water and concentrated sodium hydroxide solution was added in batches to adjust the pH to above 13. The aqueous phase was extracted with ethyl acetate, the organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated to afford (S)-1-benzyl-2-methylpiperazine (6.84 g, 90% yield), which could be used in the next reaction without further purification. Mass spectrum (ESI) m/z: 191.2 [M+H]+.

References[1] Organic Letters, 2008, vol. 10, # 7, p. 1473 - 1476
[2] Patent: US2004/132711, 2004, A1. Location in patent: Page/Page column 16-17
[3] Patent: EP2952510, 2015, A1. Location in patent: Paragraph 0133
[4] Patent: US2009/270336, 2009, A1. Location in patent: Page/Page column 11-12
[5] Patent: US2005/261310, 2005, A1. Location in patent: Page/Page column 12-13; 29
Piperazine, 2-methyl-1-(phenylmethyl)-, (2S)- (9CI) Preparation Products And Raw materials
Raw materials1-Piperazinecarboxylic acid, 3-methyl-4-(phenylmethyl)-, 1,1-dimethylethyl ester, (3S)--->Dichloromethane-->Trifluoroacetic acid
Tag:Piperazine, 2-methyl-1-(phenylmethyl)-, (2S)- (9CI)(511254-92-5) Related Product Information
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