(S,Z)-1-Chloro-3-[(3,4,5-trimeth­oxy­benzyl­idene)amino]­propan-2-ol
2011

Study of a Key Intermediate for Linezolid Synthesis

publication Evidence: moderate

Author Information

Author(s): Ren Yun, Qian Shan, Hai Li, Fan Wei, Wu Yong

Primary Institution: West China School of Pharmacy, Sichuan University

Hypothesis

The study aims to develop an efficient methodology for synthesizing S,Z-1-chloro-3-(3,4,5-trimethoxybenzylideneamino)propan-2-ol.

Conclusion

The crystal structure of the title compound was successfully determined, revealing specific geometric arrangements of methoxy groups.

Supporting Evidence

  • The title compound is a key intermediate for synthesizing Linezolid, which treats serious multi-drug resistant bacterial infections.
  • The crystal structure shows that two methoxy groups are nearly coplanar with the benzene ring.

Takeaway

The researchers created a compound that helps make a medicine called Linezolid, which fights tough bacterial infections.

Methodology

The compound was synthesized from 3,4,5-trimethoxybenzaldehyde and S-2-(chloromethyl)oxirane in methyl tert-butyl ether.

Digital Object Identifier (DOI)

10.1107/S1600536810053420

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