155095-22-0

Basic information

• Product Name: 2-acetyl-7-isopropyl-4-methyl-3-phenyl-4,5,6,7-tetrahydro-2H-indazole
• Synonyms: 2-acetyl-7-isopropyl-4-methyl-3-phenyl-4,5,6,7-tetrahydro-2H-indazole
• CAS NO: 155095-22-0
• Molecular Formula: C₁₉H₂₄N₂O
• Molecular Weight: 296.40666
• Mol File: 155095-22-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-acetyl-7-isopropyl-4-methyl-3-phenyl-4,5,6,7-tetrahydro-2H-indazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-acetyl-7-isopropyl-4-methyl-3-phenyl-4,5,6,7-tetrahydro-2H-indazole(155095-22-0)
• EPA Substance Registry System: 2-acetyl-7-isopropyl-4-methyl-3-phenyl-4,5,6,7-tetrahydro-2H-indazole(155095-22-0)

Safety Data

• Hazardous Substances Data: 155095-22-0(Hazardous Substances Data)

Upstream product

• 155095-12-8 (3R,6S)-2-Benzoyl-3-methyl-6-isopropylcyclohexanone 
• 98-88-4 benzoyl chloride 
• 10458-14-7 (2R,5S)-menthone 
• 75-36-5 acetyl chloride 
• 155095-10-6 (4R,7S)-3-phenyl-4-methyl-7-isopropyl-4,5,6,7-tetrahydro-1H-indazole 

Downstream Products

• 7287-82-3 (S)-1-(2-Methylphenyl)ethanol 
• 42070-90-6 (R)-1-(2-methylphenyl)ethanol 
• 205237-75-8 (R)-1-(2-methylphenyl)-ethyl acetate 
• 3391-10-4 (S)-1-(4-Chlorophenyl)ethanol 
• 3391-10-4 (R)-1-(4-chlorophenyl)ethan-1-ol 
• 19759-43-4 (S)-1-(4-chlorophenyl)ethyl acetate 
• 19759-43-4 (R)-1-(4-chlorophenyl)ethyl acetate 
• 1565-74-8 (R)-1-phenyl-1-propanol 
• 613-87-6 (S)-1-phenyl-1-propanol 
• 2114-29-6 (R)-1-phenylpropyl acetate 
• 2114-29-6 (S)-1-phenylpropyl acetate 
• 1445-91-6 (S)-1-phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 16197-93-6 (S)-1-phenylethyl acetate 

Relevant articles and documents

Resolution of secondary alcohols using 2-acyl-3-phenyl-l-menthopyrazoles as enantioselective acylating agents

The chelation of AlCl3 with N-acylpyrazoles leads to structural fixation of the acyl moiety and an acceleration in the rate of acylation of secondary alcohols. The chiral environment of the fixed acyl moiety of 2-acyl-3-phenyl-l-menthopyrazole 2 causes diastereofacial selectivity in the reaction with secondary alcohols, and thus 2 behaves as an enantioselective acylating agent. By the use of 2.4 molar equivalents of racemic 1-phenylethanol 3a, 2-acetyl-3-phenyl-l-menthopyrazole 2a afforded (S)-1-phenylethyl acetate (S)-4aa enantioselectively and unreacted 3a was recovered with (R)-configuration. Furthermore, the inverse configurational preferences were observed to give (R)-4aa and (S)-3a by the addition of strongly basic amines, which sometimes behaved as catalysts for enolate formation from 2 and AlCl3. These dramatic changes in stereoselective preference should be useful properties of 2-acyl-3-phenyl-l-menthopyrazole 2 as an enantioselective acylating agent.

Stereoselective N-acylation of a new chiral auxiliary compound; 3-phenyl-l-menthopyrazole

As a new chiral auxiliary compound having a pyrazole ring system, the synthetic utility of (4R,7S)-3-phenyl-4-methyl-7-isopropyl-4,5,6,7-tetrahydroindazole (3-phenyl-l-menthopyrazole), which was prepared from l-menthone, was discussed.