4-((1R,2R)-2-(5,5-dimethyl-hex-1-yn-1-yl)-cyclopropyl)-1-trityl-1H-imidazole

Base Information

• Chemical Name: 4-((1R,2R)-2-(5,5-dimethyl-hex-1-yn-1-yl)-cyclopropyl)-1-trityl-1H-imidazole
• CAS No.: 223419-88-3
• Molecular Formula: C₃₃H₃₄N₂
• Molecular Weight: 458.646
• Mol file: 223419-88-3.mol

Synonyms:4-((1R,2R)-2-(5,5-dimethyl-hex-1-yn-1-yl)-cyclopropyl)-1-trityl-1H-imidazole

Chemical Property of 4-((1R,2R)-2-(5,5-dimethyl-hex-1-yn-1-yl)-cyclopropyl)-1-trityl-1H-imidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((1R,2R)-2-(5,5-dimethyl-hex-1-yn-1-yl)-cyclopropyl)-1-trityl-1H-imidazole

There total 10 articles about 4-((1R,2R)-2-(5,5-dimethyl-hex-1-yn-1-yl)-cyclopropyl)-1-trityl-1H-imidazole 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: 75.0%

(1R,2R)-4-(2-ethynylcyclopropyl)-1-(triphenylmethyl)imidazole (223419-91-8) + 3,3-dimethylbutane-1-trifluoromethanesulfonate (212790-53-9) → 4-((1R,2R)-2-(5,5-dimethyl-hex-1-yn-1-yl)-cyclopropyl)-1-trityl-1H-imidazole (223419-88-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; N’,N’,N”,N”-tetramethylethane-1,2-diaminium acetate; In tetrahydrofuran; hexane; at -20 - 0 ℃; for 0.025h;

DOI:10.1021/jo035264t

Reference yield:

3,3-dimethylbutanol (624-95-3) → 4-((1R,2R)-2-(5,5-dimethyl-hex-1-yn-1-yl)-cyclopropyl)-1-trityl-1H-imidazole (223419-88-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 75 percent / n-butyllithium; N,N,N',N'-tetramethylethylenediaminediacetate; hexamethylphosphoric triamide / hexane; tetrahydrofuran / 0.03 h / -20 - 0 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; N’,N’,N”,N”-tetramethylethane-1,2-diaminium acetate; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jo035264t

Reference yield:

trityl chloride (76-83-5) → 4-((1R,2R)-2-(5,5-dimethyl-hex-1-yn-1-yl)-cyclopropyl)-1-trityl-1H-imidazole (223419-88-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 82 percent / triethylamine / CHCl₃ / 20 °C

2: 84 percent / sodium hydride / dimethylsulfoxide; tetrahydrofuran / 50 °C

3: 90 percent / potassium hydroxide / ethanol; H₂O / 17 h / 50 - 60 °C

4: 35 percent / 1,8-diazobicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole / dimethylformamide / 23 °C

5: 88 percent / diisobutylaluminum hydride / CH₂Cl₂ / 3 h / -78 °C

6: 74 percent / n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 4 h / -78 - 20 °C

7: 75 percent / n-butyllithium; N,N,N',N'-tetramethylethylenediaminediacetate; hexamethylphosphoric triamide / hexane; tetrahydrofuran / 0.03 h / -20 - 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; n-butyllithium; N’,N’,N”,N”-tetramethylethane-1,2-diaminium acetate; sodium hydride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; diisopropylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; ethanol; hexane; dichloromethane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jo035264t

upstream raw materials:

(1R,2R)-4-(2-ethynylcyclopropyl)-1-(triphenylmethyl)imidazole

3,3-dimethylbutane-1-trifluoromethanesulfonate

3,3-dimethylbutanol

trityl chloride

Downstream raw materials:

cipralisant