211512-15-1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 211512-13-9 N-(4-aminobutan-1-yl)-2-nitrobenzenesulfonamide 
• 68076-36-8 1-amino-4-[(tert-butyloxycarbonyl)amino]butane 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 

Downstream Products

• 349553-74-8 N-(2-nitrobenzenesulfonyl)-1,4-diaminobutane hydrochloride 
• 1118119-28-0 N-(4-((tert-butoxycarbonyl)amino)butyl)-N-(o-nitrobenzenesulfonyl)glycine 
• 211512-27-5 3,8,14,22-tetrakis(2-nitrobenzenesulfonyl)-3,8,14,22,28,29-hexaazatricyclo[20.3.1^1,24.1^16,20]nonacosa-1⁽²⁸⁾,16⁽²⁹⁾,17,19,24,26-hexaene 
• 211512-21-9 N¹,N⁵,N¹⁰-tris(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane 
• 211512-17-3 N¹,N¹⁰-bis(tert-butoxycarbonyl)-N⁵-(2-nitrobenzenesulfonyl)-1,10-diamino-5-azadecane 

Relevant academic research and scientific papers

Halichonines A, B, and C, novel sesquiterpene alkaloids from the marine sponge Halichondria okadai Kadota

Novel sesquiterpene alkaloids, halichonines A (1), B (2), and C (3), were identified from the marine sponge Halichondria okadai Kadota. By spectroscopic analyses and synthesis, their structures were revealed to include a 6,6-bicyclic ring system and two prenylated amine moieties. In addition, 2 induced apoptosis in HL60 human leukemia cells.

Practical and scalable synthesis of orthogonally protected-2-substituted chiral piperazines

A synthetic route to orthogonally protected, enantiomerically pure 2-substituted piperazines is described. Starting from α-amino acids, within four steps chiral 2-substituted piperazines are obtained. The key transformation involves an aza-Michael additio

Chemical Synthesis and Biological Effect on Xylem Formation of Xylemin and Its Analogues

Xylemin (6) and its designed structural analogues 18–23, N-(4-aminobutyl)alkylamines, were synthesized by 2-nitrobenzenesulfonamide (Ns) strategy. Investigation of the improved synthesis of 20–23 resulted in the development of one-step synthesis of these analogues from the commercially available corresponding ketones. Biological assessment of the synthetic molecules elucidated that xylemin (6) and the analogue N-(4-aminobutyl)cyclopentylamine (21) promoted the expression level of thermospermine synthase ACAULIS5 (ACL5) and enhanced xylem formation. In addition, xylemin (6) was found to significantly promote lateral root formation, whereas xylemin analogues 18–23 including 21 did not. These results indicate that the analogue 21 has the potential as a novel inhibitor of thermospermine synthesis to work specifically in xylem differentiation.

Preparation of N-Substituted N-Arylsulfonylglycines and Their Use in Peptoid Synthesis

To increase the chemical diversity accessible with peptoids and peptide-peptoid hybrids, N-alkylated arylsulfonamides were used to prepare side chain protected N-substituted glycines compatible with solid-phase synthesis. The described procedures give acc

Design, synthesis, and biological evaluation of tricyclic heterocycle-tetraamine conjugates as potent NMDA channel blockers

We have developed a new class of N-methyl-d-aspartate (NMDA) channel blockers having a conjugate structure that consists of a nitrogenous heterocyclic head and a tetraamine tail. Among them, dihydrodibenzazepine-homospermine conjugate (8) exhibited potent

Synthesis of 3-substituted bicyclic imidazo[1,2-d][1,2,4]thiadiazoles and tricyclic benzo[4,5]imidazo[1,2-d][1,2,4]thiadiazoles

A versatile synthetic route to potentially useful fused-ring [1,2,4]thiadiazole scaffolds (e.g., 7a and 10b) via exchange reactions of the precursor [1,2,4]thiadiazol-3-(2H)one derivatives (e.g., 6 and 9) with appropriately substituted nitriles (e.g., cyanogen bromide or p-toluenesulfonyl cyanide) under mild conditions is described. For example, the tricyclic 3-bromo [1,2,4]THD derivative (7a) underwent SNAr substitution with a variety of nucleophiles, which included amines, malonate esters and alcohols. Likewise, the bicyclic 3-p-tosyl [1,2,4]THD (10b) was employed as a template in reaction with diamines, and the resulting substituted diamines (e.g., 12a or 12e) were further selectively derivatized at the N1 and/or N2 positions in a linear fashion. The X-ray crystal structure of the 3-methyl bicyclic [1,2,4]THD (21) was obtained, and selective methylation at the N1 position via a protection-alkylation-deprotection protocol, as illustrated in Scheme 6, was confirmed. Alternatively, a short convergent synthesis of N1-functionalized derivatives from the reaction of 10b with appropriately substituted secondary amines was also developed. Hence, these synthetic strategies were advantageously exploited to provide access to a variety of diversely derivatized 3-substituted fused-ring [1,2,4]thiadiazole derivatives.

Synthesis of novel polyazadipyridinocyclophane scaffolds and their application for the generation of libraries

Six novel, asymmetric, 19- to 26-membered polyazadipyridinocyclophane scaffolds 1-6 have been synthesized in high yields by an efficient cyclization of ditosylate 39 with the appropriate six fully protected triamines 40-45, followed by removing the 2-nitr