22129-07-3

Basic information

• Product Name: 1H-Imidazole-1-carboxylic acid, phenylmethyl ester
• CAS NO: 22129-07-3
• Molecular Formula: C11H10N2O2
• Molecular Weight: 202.213
• Mol File: 22129-07-3.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole-1-carboxylic acid, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-1-carboxylic acid, phenylmethyl ester(22129-07-3)
• EPA Substance Registry System: 1H-Imidazole-1-carboxylic acid, phenylmethyl ester(22129-07-3)

Safety Data

• Hazardous Substances Data: 22129-07-3(Hazardous Substances Data)

Usage

Structure

Imidazole ring and phenylmethyl ester group The compound consists of an imidazole ring (a 5-membered ring with 2 nitrogen atoms) and a phenylmethyl ester group (a phenyl group attached to a methyl ester).

Use as an intermediate

Synthesis of pharmaceuticals and organic compounds The compound is commonly used as an intermediate in the synthesis of various pharmaceuticals and organic compounds due to its reactive nature.

Building block for heterocyclic compounds

Facilitates the synthesis of complex molecules The presence of the imidazole ring and phenylmethyl ester group makes it a useful building block for the synthesis of complex heterocyclic compounds.

Upstream product

• 530-62-1 1,1'-carbonyldiimidazole 
• 100-51-6 benzyl alcohol 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 22768-02-1 benzyl ethyl carbonate 
• 3459-92-5 DBC 
• 344414-07-9 N-tert-butoxycarbonyl-N-[2-(N⁶-benzyloxycarbonyladenin-9-yl)-ethyl]glycine methyl ester 
• 120-51-4 benzoic acid benzyl ester 
• 183249-68-5 [3-(3-benzyloxycarbonylaminopropylamino)propyl]carbamic acid benzyl ester 
• 160256-75-7 N,N''-di-Z-diethylenetriamine 
• 1161949-57-0 benzyl 3-allyl-2-oxoindoline-1-carboxylate 
• 127152-98-1 benzyl 2-(4-bromophenyl)acetate 
• 109241-98-7 1H-indole-1-carboxylic acid benzyl ester 
• 86961-51-5 (S)-benzyl 3-(2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)-1H-indole-1-carboxylate 
• 180308-38-7 C₁₅H₁₃NO₃ 
• 288-32-4 1H-imidazole 
• 883306-83-0 1-(tert-butyl)-2-benzyl azodicarboxylate 
• 31166-44-6 phenylmethyl 1-piperazinecarboxylate 

Relevant articles and documents

Enantioselective Syntheses of Strychnos and Chelidonium Alkaloids through Regio- and Stereocontrolled Cooperative Catalysis

We describe enantioselective syntheses of strychnos and chelidonium alkaloids. In the first case, indole acetic acid esters were established as excellent partner nucleophiles for enantioselective cooperative isothiourea/Pd catalyzed α-alkylation. This provides products containing indole-bearing stereocenters in high yield and with excellent levels of enantioinduction in a manner that is notably independent of the N-substituent. This led to concise syntheses of (?)-akuammicine and (?)-strychnine. In the second case, the poor performance of ortho-substituted cinnamyl electrophiles in the enantioselective cooperative isothiourea/Ir catalyzed α-alkylation was overcome by appropriate substituent choice, leading to enantioselective syntheses of (+)-chelidonine, (+)-norchelidonine, and (+)-chelamine.

BENZIMIDAZOL DERIVATIVES FOR TREATING FILOVIRUS INFECTION

The present invention relates to compounds comprising a benzimidazole scaffold, and the use of such compounds for the treatment of viral diseases. The invention also relates to pharmaceutical compositions comprising said compounds as an active ingredient. In particular the compounds of the invention comprising a benzimidazole scaffold are used for the treatment of filoviruses or retroviruses, and preferably for the treatment of Ebola virus or HIV virus.

Synthesis and application of a novel asymmetric azo reagent: 1-(tert-butyl)-2-(4-chlorobenzyl) azodicarboxylate (tBCAD)

A series of novel asymmetric azo reagents, 1-(tert-butyl)-2-(4-substituted benzyl) azodicarboxylate, were prepared. The synthetic process has the advantage of simpleness, easy operation, mild reaction condition and high yield. The 1-(tert-butyl)-2-(4-chlorobenzyl) azodicarboxylate (tBCAD) was selected for its stability and convenience to handle, and its precursor can be recycled by recrystallization with toluene. The tBCAD and DIAD were applied to a wide variety of Mitsunobu reactions. The experimental results showed that the performance of tBCAD in Mitsunobu reaction was comparable to that of DIAD, while the stability of tBCAD was much better than DIAD. Thus, tBCAD can be a novel, stable, effective azo-reagent for the Mitsunobu reaction.