67932-53-0

Upstream product

• 110-89-4 piperidine 
• 511244-40-9 N-benzyloxycarbonyl-5,7-dinitroindoline 
• 511244-41-0 N-(9-fluorenylmethoxycarbonyl)-5,7-dinitroindoline 
• 124-22-1 n-Dodecylamine 
• 321-98-2 (1S,2R)-(+)-ephedrine 
• 108-91-8 cyclohexylamine 
• 511244-42-1 N-(tert-butoxycarbonyl)-5,7-dinitroindoline 
• 101-83-7 N-cyclohexyl-cyclohexanamine 
• 618-36-0 rac-methylbenzylamine 
• 62796-78-5 1-acetyl-2,3-dihydro-5,7-dinitroindole 
• 109-73-9 N-butylamine 
• 70592-63-1 C₂₁H₃₁NO₈ 
• 1161880-94-9 2-(2-bromo-3,5-dinitrophenyl)ethanamine hydrochloride 
• 115545-84-1 Ddz-D-Ala-OH 

Downstream Products

• 58585-35-6 1-benzoyl-5,7-dinitroindoline 
• 62796-78-5 1-acetyl-2,3-dihydro-5,7-dinitroindole 
• 511244-40-9 N-benzyloxycarbonyl-5,7-dinitroindoline 

Relevant academic research and scientific papers

Preparation of photoactivable amino acid derivatives

(Chemical Equation Presented) A range of N-protected-R-amino acyl-5,7-dinitroindolines 3a-z were prepared in good yields from commercially available N-protected-R-amino acids 1a-z by a two-step sequence of acylation and intramolecular amide N-arylation. S

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.

The mechanism of photoinduced acylation of amines by N-acyl-5,7- dinitroindoline as determined by time-resolved infrared spectroscopy

(Chemical Equation Presented) The photochemistry of N-acyl-5,7- dinitroindoline (1) was studied in acetonitrile using nanosecond time-resolved infrared (TRIR) spectroscopy. Upon photolysis, two nearly but not completely overlapping sets of transient IR ba

Photochemical protection of amines with Cbz and Fmoc groups

The photochemical conversion of amines into carbamates was achieved using N-Cbz-, N-Fmoc-, and N-Boc-5,7-dinitroindolines. This reaction allows the protection of amines in neutral medium. Primary and unhindered secondary amines were protected to yield their benzyloxycarbonyl- and 9-fluorenylmethoxycarbonyl derivatives efficiently, whereas bulky amines or anilines gave low yields or no product. On the other hand, the formation of N-Boc compounds, although possible, proceeded only with low yields.