770732-57-5

Basic information

• Product Name: 1H-Indole-3-carbonyl azide, 1-(phenylmethyl)-
• CAS NO: 770732-57-5
• Molecular Formula: C16H12N4O
• Molecular Weight: 276.297
• Mol File: 770732-57-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1H-Indole-3-carbonyl azide, 1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-carbonyl azide, 1-(phenylmethyl)-(770732-57-5)
• EPA Substance Registry System: 1H-Indole-3-carbonyl azide, 1-(phenylmethyl)-(770732-57-5)

Safety Data

• Hazardous Substances Data: 770732-57-5(Hazardous Substances Data)

Usage

Azide derivative of indole

Heterocyclic compound commonly found in natural products and pharmaceuticals

Versatile for use in chemical synthesis and medicinal chemistry

Can be used as a reagent for the preparation of various indole derivatives and as a precursor for the synthesis of heterocyclic compounds with potential biological activity

Phenylmethyl group

Suitable for attachment to other molecules in drug discovery and development

Upstream product

• 100-44-7 benzyl chloride 
• 27018-76-4 1-benzylindole-3-carboxylic acid 
• 776-41-0 indole-3-carboxylic acid ethyl ester 
• 56559-63-8 1-benzyl-1H-indole-3-carbohydrazide 
• 56559-61-6 ethyl 1-benzyl-1H-indole-3-carboxylate 

Downstream Products

• 1159823-99-0 C₁₅H₁₄N₂*ClH 
• 1438393-62-4 S²,S⁴-diethyl 5-benzyl-5H-pyrimido[5,4-b]indole-2,4-dicarbothioate 
• 1438393-63-5 diethyl 5-benzyl-5H-pyrimido[5,4-b]indole-2,4-dicarboxylate 
• 1438393-64-6 dibenzyl 5-benzylpyrimido[5,4-b]indole-2,4-dicarboxylate 
• 1438393-66-8 ethyl 5-benzyl-4-(hydroxymethyl)-5H-pyrimido[5,4-b]indole-2-carboxylate 
• 1438393-67-9 (5-benzyl-5H-pyrimido[5,4-b]indol-4-yl)methanol 
• 1438393-68-0 5-benzyl-5H-pyrimido[5,4-b]indole-4-carbaldehyde 
• 1438393-69-1 [4-(benzyloxy)phenyl](5-benzyl-5H-pyrimido[5,4-b]indol-4-yl)methanol 
• 1438393-70-4 [4-(benzyloxy)phenyl](5-benzyl-5H-pyrimido[5,4-b]indol-4-yl)methanone 
• 1438393-61-3 tert-butyl (1-benzyl-1H-indol-3-yl)carbamate 

Relevant articles and documents

Total synthesis of 4-azaeudistomin Y1 and analogues by inverse-electron demand diels-alder reactions of 3-aminoindoles with 1,3,5-triazines

A new inverse-electron-demand Diels-Alder (IDA) reaction of 3-aminoindoles as dienophiles was developed for the efficient preparation of 4-aza-β-carbolines in high yields. Because N1-unprotected 3-aminoindoles show poor thermal stability, a one-pot protocol was developed that combines the removal of tert-butoxycarbonyl protecting groups with the IDA reaction. This protocol, using tert-butyl 1H-indol-3-ylcarbamates as reactants, gave the corresponding IDA products in excellent yields. The new IDA methodology was used in a total synthesis of 4-azaeudistomin Y1, which was obtained in 57% overall yield in four steps. Moreover, the chemistry is suitable for the rapid preparation, through either Friedel-Crafts acylation or amide-formation reactions, of analogues that are useful for exploring structure-activity relationships at the C1-position. Georg Thieme Verlag Stuttgart · New York.