(R)-Uniconazole

Base Information

• Chemical Name: (R)-Uniconazole
• CAS No.: 83657-16-3
• Molecular Formula: C₁₅H₁₈ClN₃O
• Molecular Weight: 291.78
• UNII: P34244NB26
• DSSTox Substance ID: DTXSID701317114
• Nikkaji Number: J1.574.021C
• Wikidata: Q27286062
• Mol file: 83657-16-3.mol

Synonyms:(R)-Uniconazole;83657-16-3;Uniconazole, (R)-;UNII-P34244NB26;(R)-S 3307;P34244NB26;(E,3R)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol;1H-1,2,4-Triazole-1-ethanol, beta-((4-chlorophenyl)methylene)-alpha-(1,1-dimethylethyl)-, (alphaR,betaE)-;1H-1,2,4-Triazole-1-ethanol, beta-((4-chlorophenyl)methylene)-alpha-(1,1-dimethylethyl)-, (R-(E))-;(R)-(-)-uniconazole;SCHEMBL8322896;CHEBI:86429;DTXSID701317114;Q27286062;(1E,3R)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol;1H-1,2,4-TRIAZOLE-1-ETHANOL, .BETA.-((4-CHLOROPHENYL)METHYLENE)-.ALPHA.-(1,1-DIMETHYLETHYL)-, (.ALPHA.R,.BETA.E)-;1H-1,2,4-TRIAZOLE-1-ETHANOL, .BETA.-((4-CHLOROPHENYL)METHYLENE)-.ALPHA.-(1,1-DIMETHYLETHYL)-, (R-(E))-;1H-1,2,4-Triazole-1-ethanol, ?-[(4-chlorophenyl)methylene]-?-(1,1-dimethylethyl)-, [R-(E)]-;(?R,?E)-?-[(4-Chlorophenyl)methylene]-?-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol

Chemical Property of (R)-Uniconazole

Chemical Property:

• PSA: 50.94000
• LogP: 3.33660
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 291.1138399
• Heavy Atom Count: 20
• Complexity: 346

Purity/Quality:

99%min ^*data from raw suppliers

(R)-UNICONAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C(C(=CC1=CC=C(C=C1)Cl)N2C=NC=N2)O
• Isomeric SMILES: CC(C)(C)[C@H](/C(=C\C1=CC=C(C=C1)Cl)/N2C=NC=N2)O

Technology Process of (R)-Uniconazole

There total 18 articles about (R)-Uniconazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(S)-2-amino-1,1-diphenyl-4-methylpentan-1-ol (78603-97-1) + (E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-one (76713-89-8) → uniconazole (83657-22-1,83657-16-3)

Guidance literature:

With sodium borohydrid; acetic acid; In N-methyl-acetamide; dichloromethane; chloroform;

Reference yield:

2-amino-1-(2,4-dimethoxy-phenyl)-propan-1-ol; hydrochloride (63991-14-0) + (E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-one (76713-89-8) → uniconazole (83657-22-1,83657-16-3)

Guidance literature:

With hydrogenchloride; sodium borohydrid; In N-methyl-acetamide; 1,2-dichloro-ethane;

Reference yield:

carbon tetrachloride-n-hexane + (-)-menthol (2216-51-5) + 1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-pent-1-en-3-one (76714-84-6) → uniconazole (83657-22-1,83657-16-3)

Guidance literature:

With hydrogenchloride; LiAlH₄; In tetrahydrofuran; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water;

upstream raw materials:

1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-penten-3-one

3,3-dimethyl-butan-2-one

1-Bromopinacolon

3,3-dimethyl-1-(1,2,4-triazol-1-yl)-2-butanone

Refernces

• 1、 Shuang, Yazhou,Liao, Yuqin,Wang, Hui,Wang, Yuanxing,Li, Laisheng. "Preparation and evaluation of a triazole-bridged bis(β-cyclodextrin)–bonded chiral stationary phase for HPLC". . p. 168 - 184. Retrieved 2019/11/25.
• 2、 Zhenghong, Zhou,Yilong, Tang,Lixin, Wang,Guofeng, Zhao,Qilin, Zhou,Chuchi, Tang. "Synthesis of Optically Active α,β-Unsaturated Triazolyl Alcohols via Chiral Auxiliary-Modified NaBH4 Reduction of the Corresponding Ketones". . p. 217 - 220. Retrieved 2007/10/03.