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ChemicalBook CAS DataBase List Uniconazole
83657-22-1

Uniconazole synthesis

6synthesis methods
The commercial production of uniconazole typically involves a multi-step synthesis starting with pinacolone as a key intermediate. This compound undergoes a condensation reaction with 4-chlorobenzaldehyde to form a substituted penten-3-ol backbone. The next step introduces a triazole ring via nucleophilic substitution using 1,2,4-triazole, forming the core structure of uniconazole. The final step involves stereoselective purification to isolate the biologically active enantiomer, Uniconazole-P, which is responsible for its plant growth-regulating properties.
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Yield:-

Steps:

Multi-step reaction with 3 steps
1: K2CO3 / acetone
2: morpholine, AcOH / benzene
3: NaBH4 / methanol

References:

Min, Yong Ki;Asami, Tadao;Fujioka, Shozo;Murofushi, Noboru;Yamaguchi, Isomaro;Yoshida, Shigeo [Bioorganic and Medicinal Chemistry Letters,1999,vol. 9,# 3,p. 425 - 430]

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