196214-23-0

Upstream product

• 1694-92-4 2-Nitrobenzenesulfonyl chloride 
• 156-87-6 propan-1-ol-3-amine 

Downstream Products

• 240423-12-5 11-tert-butoxycarbonylamino-4,8-bis(2-nitrobenzenesulfonyl)-4,8-diazaundecan-1-ol 
• 566203-09-6 acetic acid 3-(2-nitro-benzenesulfonylamino)-propyl ester 
• 1345028-86-5 C₉H₁₀N₂O₅S 
• 196214-25-2 N-(3-hydroxypropyl)-N-phenylmethyl-2-nitrobenzene sulfonamide 
• 321576-95-8 N-o-nitrobenzenesulfonyl-O-tert-butyldimethylsilyl-3-amino-1-propanol 
• 1589599-40-5 (2R)-N,4-bis[(4-methoxyphenyl)methyl]-1-[(4-nitrobenzene)sulfonyl]-1,4-diazepane-2-carboxamide 
• 1589599-38-1 (3S)-3-methyl-1-(2-methylpropyl)-5-[(4-nitrobenzene)sulfonyl]-1,5-diazocane 
• 1589599-06-3 (S)-2-isopropyl-1-(4-methoxybenzyl)-4-(2-nitrophenylsulfonyl)-1,4-diazepane 

Relevant academic research and scientific papers

Total synthesis of polyamine toxin HO-416b and Agel-489 using a 2-nitrobenzenesulfonamide strategy

Total synthesis of spider toxins HO-416b (1) and Agel-489 (2) was accomplished using the 2-nitrobenzenesulfonamide (Ns) group as both a protecting and activating group. In this strategy, the C-N bonds were constructed by alkylation of sulfonamides with alkyl halides or Mitsunobu reaction with the corresponding alcohol. Beginning with monoprotection of the symmetrical diamine, the construction of the backbone from diamine 3 was efficiently accomplished in 7 steps for 14 and 9 steps for 29. Removal of the Ns group while the substrate was attached to a novel solid support enabled the efficient isolation of this highly polar compound.

MACROCYCLIC AMIDES ACTING AS PLASMEPSIN INHBITORS FOR THE TREATMENT OF MALARIA

The present invention relates to medicine and in particular to the treatment of malarial infections, more particularly to inhibitors of malarial aspartic proteases - plasmepsins. Even more particularly, the invention relates to macrocyclic amides and pharmaceutical compositions thereof and their use as inhibitors for plasmepsins (Plm).

PH-Responsive near-infrared fluorescent cyanine dyes for molecular imaging based on pH sensing

Indocyanine green (ICG) derivatives having nucleophilic substituents were synthesized as pH-responsive near-infrared dyes. pH-responsive dyes 1-C with closed-ring structures smoothly internalized and converted to emissive open-ring structures 1-O in respo

Practical synthesis of spermine, thermospermine and norspermine

Polyamines, such as spermine (1), thermospermine (2) and norspermine (3), are widely distributed in nature, and have multiple biological activities. In addition, many of their conjugates have potential for pharmacological use. Here, we present a solid-phase synthesis using our nitrobenzenesulfonyl (Ns) strategy, which can provide 1, 2 and 3 on a gram scale. This approach should be suitable for facile construction of a diverse library of polyamines.

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

N-Substituted arylsulfonamide building blocks as alternative submonomers for peptoid synthesis

Peptoids (oligo N-substituted glycines) are peptidomimetic oligomers showing attractive structural and pharmacological properties. The efficiency of their synthesis has prompted the use of peptoids in combinatorial libraries. To increase the chemical dive

A modular lead-oriented synthesis of diverse piperazine, 1,4-diazepane and 1,5-diazocane scaffolds

Piperazines are found widely in commercially-available compounds and bioactive molecules (including many drugs). However, in the vast majority of these molecules, the piperazine ring is isolated (i.e. not fused to another ring) and is not substituted on any of its carbon atoms. A modular synthetic approach is described in which combinations of cyclic sulfamidate and hydroxy sulfonamide building blocks may be converted into piperazines and related 1,4-diazepine and 1,5-diazocane scaffolds. By variation of the combinations of building blocks used, it was possible to vary the ring size, substitution and configuration of the resulting heterocyclic scaffolds. The approach was exemplified in the synthesis of a range of heterocyclic scaffolds that, on decoration, would target lead-like chemical space. It was demonstrated that lead-like small molecules based on these scaffolds would likely complement those found in large compound collections. This journal is the Partner Organisations 2014.

Palladium-catalysed cyclisation of α-hydroxy allylic acetates: A formal synthesis of (±)-swainsonine

A hydroxy group in the allylic position directed the stereochemistry of cyclisation of allylic acetates to form nitrogen heterocycles, giving the trans isomer for the piperidine and the cis isomer for the pyrrolidine. A formal synthesis of (±)-swainsonine

Stereocontrolled total synthesis of (-)-ephedradine a (orantine)

The stereocontrolled total synthesis of (-)-ephedradine A has been accomplished. The synthesis features an asymmetric C-H insertion reaction, an intramolecular ester-amide exchange reaction, and a Sharpless asymmetric aminohydroxylation reaction. Construction of the complex macrocyclic ring was performed by Ns-strategy and an intramolecular aza-Wittig reaction. Copyright

Total synthesis of lipogrammistin-A: Efficient macrocyclization with 2-nitrobenzenesulfonamide

Total synthesis of lipogrammistin-A (1) was accomplished using a 2-nitrobenzenesulfonyl (Ns) group for both protection and activation of amines. The β-amino ester derivative 16 was synthesized from carboxylic acid 12 in six steps by way of reduction to the aldehyde and the subsequent Wittig olefination. N-Alkylation of the Ns group under Mitsunobu conditions followed by amide formation provided 20. Intramolecular alkylation of the Ns group in 20 gave the 18-membered ring 21 as the exclusive product. After removal of the Ns group, selective acylation of the two of the three amino groups with (S)-2-methylbutyric acid furnished the desired compound 1.