511244-40-9

Basic information

• Product Name: N-benzyloxycarbonyl-5,7-dinitroindoline
• Synonyms: N-benzyloxycarbonyl-5,7-dinitroindoline
• CAS NO: 511244-40-9
• Molecular Weight: 343.296
• Mol File: 511244-40-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-benzyloxycarbonyl-5,7-dinitroindoline(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyloxycarbonyl-5,7-dinitroindoline(511244-40-9)
• EPA Substance Registry System: N-benzyloxycarbonyl-5,7-dinitroindoline(511244-40-9)

Safety Data

• Hazardous Substances Data: 511244-40-9(Hazardous Substances Data)

Upstream product

• 67932-53-0 5,7-dinitroindoline 
• 501-53-1 benzyl chloroformate 
• 959794-49-1 5,7-dinitroindoline-1-carbonyl chloride 
• 100-51-6 benzyl alcohol 
• 496-15-1 1-indoline 
• 16078-30-1 1-Acetyl-2,3-dihydro-1H-indole 
• 62796-78-5 1-acetyl-2,3-dihydro-5,7-dinitroindole 
• 108-91-8 cyclohexylamine 

Downstream Products

• 3742-91-4 N-(benzyloxycarbonyl)piperidine 
• 67932-53-0 5,7-dinitroindoline 
• 16881-33-7 (S)-tert-butyl 2-(((benzyloxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoate hydrate 
• 123660-45-7 (α-methylbenzyl)carbamic acid benzyl ester 
• 7107-58-6 benzyl N-cyclohexylcarbamate 
• 64187-30-0 N-(benzyloxycarbonyl)-L-leucine allyl ester 
• 64286-85-7 N-(benzyloxycarbonyl)-L-phenylalanine allyl ester 
• 5041-33-8 N-(Benzyloxycarbonyl)allylamine 

Relevant articles and documents

Light-sensitive protecting groups for amines and alcohols: The photosolvolysis of n-substituted 7-nitroindolines

Representative examples of primary and secondary amines were protected as urea derivatives 4 of 5-bromo-7-nitroindoline and even more efficiently as ureas 8 derived from 5,7-dinitroindoline, via high-yield reactions with carbamoyl chlorides 3 and 7, respectively. Deprotection of 4 or 8 was achieved in high yields by UV irradiation at room temperature in Pyrex vessels under neutral conditions and exclusion of air. In a similar manner the dinitroindolines serve as protecting groups for alcohols and phenols; the derived carbamates 5 and 9 can likewise be deprotected photochemically in high yields. Georg Thieme Verlag Stuttgart.