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(S)-4-(Phenylmethyl)-2-piperazineethanol

CAS No.
477220-33-0
Chemical Name:
(S)-4-(Phenylmethyl)-2-piperazineethanol
Synonyms
(S)-2-(4-benzylpiperazin-2-yl)ethanol;2-((S)-4-benzylpiperazin-2-yl)ethanol;(s)-4-(phenylmethyl)-2-piperazineethanol;(S)-2-(4-Benzylpiperazin-2-yl)ethan-1-ol;2-[(2S)-4-benzylpiperazin-2-yl]ethan-1-ol;(S)-2-(4-benzylpiperazin-2-yl)ethanol-2HCl;2-Piperazineethanol, 4-(phenylmethyl)-, (2S)-
CBNumber:
CB3855104
Molecular Formula:
C13H20N2O
Molecular Weight:
220.31
MDL Number:
MFCD23704518
MOL File:
477220-33-0.mol
Last updated:2025-07-24 18:13:49

(S)-4-(Phenylmethyl)-2-piperazineethanol price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation CCH0000498 2-((S)-4-BENZYLPIPERAZIN-2-YL)ETHANOL 95.00% 477220-33-0 1G $1575 2021-12-16 Buy
American Custom Chemicals Corporation CCH0000498 2-((S)-4-BENZYLPIPERAZIN-2-YL)ETHANOL 95.00% 477220-33-0 5G $2708.48 2021-12-16 Buy
Product number Packaging Price Buy
CCH0000498 1G $1575 Buy
CCH0000498 5G $2708.48 Buy

(S)-4-(Phenylmethyl)-2-piperazineethanol Chemical Properties,Uses,Production

Synthesis

2-Piperazineacetic acid, 3,6-dioxo-4-(phenylmethyl)-, methyl ester, (2S)-

612506-99-7

(S)-4-(Phenylmethyl)-2-piperazineethanol

477220-33-0

General procedure for the synthesis of 2-[(S)-4-benzyl-2-yl]ethanol from the compound (CAS:612506-99-7): to a tetrahydrofuran (1L) solution of methyl S-(4-benzyl-3,6-dioxopiperazin-2-yl)acetate (31.9 g, 0.12 mol) at 0 °C, lithium aluminum hydride (350 mL, 1.0 M tetrahydrofuran solution). The reaction mixture was stirred overnight at room temperature. Subsequently, the reaction was quenched by successive careful addition of 13.3 mL of water, 13.3 mL of 15% aqueous sodium hydroxide solution and 39.9 mL of water, during which vigorous stirring was maintained to ensure the formation of a fine precipitate. The reaction mixture was filtered through a sintered funnel and the solid fraction was washed well with tetrahydrofuran and dichloromethane. The filtrate was concentrated under vacuum to give 26.5 g of an oily residue which was directly sampled on a silica gel column. Column chromatographic separation was carried out using a 5% 7N ammonia-methanol dichloromethane mixture as eluent to obtain the target product, which was an orange-colored oil and solidified to a solid after vacuum drying. This solid was dissolved in acetonitrile, sonicated for several minutes and filtered to give 7.5 g (25% yield) of S-(-)-2-(4-benzylpiperazin-2-yl)ethanol as an off-white crystalline solid with a melting point of 78.9-80 °C. The mother liquor was concentrated to give 6.8 g (23% yield) of a slightly less pure product as an amorphous solid.

References

[1] Patent: WO2003/82877, 2003, A1. Location in patent: Page/Page column 96-97
[2] Patent: WO2005/26177, 2005, A1. Location in patent: Page/Page column 91-92
[3] Patent: WO2004/14895, 2004, A1. Location in patent: Page 125-126

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477220-33-0
Synthesis of (S)-4-(Phenylmethyl)-2-piperazineethanol from 2-Piperazineacetic acid, 3,6-dioxo-4-(phenylmethyl)-, phenylmethyl ester, (2S)-

(S)-4-(Phenylmethyl)-2-piperazineethanol Suppliers

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(S)-4-(Phenylmethyl)-2-piperazineethanol Spectrum

2-[(2S)-4-benzylpiperazin-2-yl]ethan-1-ol (S)-2-(4-benzylpiperazin-2-yl)ethanol-2HCl (S)-2-(4-benzylpiperazin-2-yl)ethanol (s)-4-(phenylmethyl)-2-piperazineethanol 2-((S)-4-benzylpiperazin-2-yl)ethanol 2-Piperazineethanol, 4-(phenylmethyl)-, (2S)- (S)-2-(4-Benzylpiperazin-2-yl)ethan-1-ol 477220-33-0