Cyclopropanecarbonyl azide, 2-[1-(triphenylmethyl)-1H-imidazol-4-yl]-, (1S,2S)-

Base Information

• Chemical Name: Cyclopropanecarbonyl azide, 2-[1-(triphenylmethyl)-1H-imidazol-4-yl]-, (1S,2S)-
• CAS No.: 524696-04-6
• Molecular Formula: C26H21N5O
• Molecular Weight: 419.486
• Mol file: 524696-04-6.mol

Synonyms:

Chemical Property of Cyclopropanecarbonyl azide, 2-[1-(triphenylmethyl)-1H-imidazol-4-yl]-, (1S,2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopropanecarbonyl azide, 2-[1-(triphenylmethyl)-1H-imidazol-4-yl]-, (1S,2S)-

There total 2 articles about Cyclopropanecarbonyl azide, 2-[1-(triphenylmethyl)-1H-imidazol-4-yl]-, (1S,2S)- 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: 76.0%

(1R,2R)-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane-2-carboxylic acid (201669-72-9) → (1S,2S)-2-azidocarbonyl-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane (524696-04-6)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/jm020415q

Reference yield:

(1R,2R)-2-formyl-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane (250672-66-3) → (1S,2S)-2-azidocarbonyl-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane (524696-04-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / NaClO₂; NaH₂PO₄*2H₂₀ / acetone; CH₂Cl₂; H₂O / 12 h / 20 °C

2: 76 percent / (PhO)2PON₃; Et₃N / CH₂Cl₂ / 5 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; diphenyl phosphoryl azide; triethylamine; In dichloromethane; water; acetone;

DOI:10.1021/jm020415q

Reference yield: 50.0%

tert-butyl alcohol (75-65-0) + (1S,2S)-2-azidocarbonyl-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane (524696-04-6) → (1S,2S)-2-(t-butyloxycarbonylamino)-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane (524696-10-4)

Guidance literature:

for 5h; Heating;

DOI:10.1021/jm020415q

upstream raw materials:

(1R,2R)-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane-2-carboxylic acid

(1R,2R)-2-formyl-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane

Downstream raw materials:

(1S,2S)-2-(t-butyloxycarbonylamino)-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane