637741-85-6

Basic information

• Product Name: 4⁽⁵⁾-[(1RS,4S)-1,4-dihydroxy-5-trityloxypentyl]imidazole
• CAS NO: 637741-85-6
• Molecular Weight: 428.531
• Mol File: 637741-85-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4⁽⁵⁾-[(1RS,4S)-1,4-dihydroxy-5-trityloxypentyl]imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4⁽⁵⁾-[(1RS,4S)-1,4-dihydroxy-5-trityloxypentyl]imidazole(637741-85-6)
• EPA Substance Registry System: 4⁽⁵⁾-[(1RS,4S)-1,4-dihydroxy-5-trityloxypentyl]imidazole(637741-85-6)

Safety Data

• Hazardous Substances Data: 637741-85-6(Hazardous Substances Data)

Upstream product

• 71759-89-2 4-iodoimidazole 
• 84937-26-8 (5S)-tetrahydro-5-[(triphenylmethoxy)methyl]-2-furanol 

Relevant articles and documents

Efficient synthesis of trans- or cis-4(5)-(5-aminomethyltetrahydrofuran-2- yl)imidazoles via diazafulvene intermediates: Synthetic approach toward human histamine H4-ligands

(+)-4(5)-[(2R,5R)-5-Aminomethyltetrahydrofuran-2-yl]imidazole [(+)-1, imifuramine] and its 2R,5S-stereoisomer (+)-2 were expected as base compounds to develop selective human histamine H4-receptor ligands. The improved synthesis of (+)-1 was done via cyclization of a diazafulvene intermediate generated by Bu3P/N,N,N′,N′-tetramethylazodicarboxamide (TMAD) treatment of a diol 17ab bearing an unsubstituted imidazole moiety in good yields. This methodology also afforded an alternative synthetic route to trans- and cis-ethyl 4(5)-(5-hydroxymethyltetrahydrofuran-2-yl)imidazole carboxylates (5 and 6), reported previously. Also, 4(5)-[(2R,5S)-5- aminomethyltetrahydrofuran-2-yl]imidazole (+)-2 was synthesized from ethyl 4(5)-(2-deoxy-β-D-ribofuranosyl) imidazole-1-carboxylate (35) via the four steps involving deoxygenation.