128947-19-3

Basic information

• Product Name: N-PROPIONYL-(2S)-BORNANE- 10,2-SULTAM
• Synonyms: N-PROPIONYL-(2S)-BORNANE- 10,2-SULTAM;1-((3aR,6S,7aS)-8,8-DiMethyl-2,2-dioxidohexahydro-1H-3a,6-Methanobenzo[c]isothiazol-1-yl)propan-1-one;(S)-(+)-Propionyl-2,10-camphorsultam
• CAS NO: 128947-19-3
• Molecular Formula: C₁₃H₂₁NO₃S
• Molecular Weight: 271.38
• Mol File: 128947-19-3.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-PROPIONYL-(2S)-BORNANE- 10,2-SULTAM(CAS DataBase Reference)
• NIST Chemistry Reference: N-PROPIONYL-(2S)-BORNANE- 10,2-SULTAM(128947-19-3)
• EPA Substance Registry System: N-PROPIONYL-(2S)-BORNANE- 10,2-SULTAM(128947-19-3)

Safety Data

• Hazardous Substances Data: 128947-19-3(Hazardous Substances Data)

Usage

General Description

N-Propionyl-(2S)-bornane-10,2-sultam, also known as Provyl, is a synthetic compound that belongs to the class of sultams. It is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. N-PROPIONYL-(2S)-BORNANE- 10,2-SULTAM has potential applications in the production of drugs with central nervous system activity and can also be used as a chiral building block in organic synthesis. N-Propionyl-(2S)-bornane-10,2-sultam has a three-dimensional structure with a chiral center, making it useful in the development of asymmetric synthesis methods. It is important to handle this compound with care and follow appropriate safety measures due to its potential health hazards.

Upstream product

• 79-03-8 propionyl chloride 
• 108448-77-7 (+)-camphorsultam 

Downstream Products

• 108448-77-7 (+)-camphorsultam 
• 404890-70-6 Thiocarbonic acid O-[(1R,2S)-1-((2S,6R)-6-allyl-tetrahydro-pyran-2-ylmethyl)-3-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-3-oxo-propyl] ester O-phenyl ester 
• 943154-64-1 (2S)-N-{(2R)-2-[(dibenzylamino)methyl]propanoyl}camphorsultam 
• 947696-83-5 C₃₁H₄₉NO₆SSi 
• 947696-82-4 C₂₅H₃₅NO₆S 
• 899798-75-5 (2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2,4-dimethyl-heptan-1-one 
• 899798-74-4 (2S,3R,4S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-hydroxy-2,4-dimethyl-heptan-1-one 

Relevant articles and documents

Optimization of globomycin analogs as novel gram-negative antibiotics

Discovery of novel classes of Gram-negative antibiotics with activity against multi-drug resistant infections is a critical unmet need. As an essential member of the lipoprotein biosynthetic pathway, lipoprotein signal peptidase II (LspA) is an attractive target for antibacterial drug discovery, with the natural product inhibitor globomycin offering a modestly-active starting point. Informed by structure-based design, the globomycin depsipeptide was optimized to improve activity against E. coli. Backbone modifications, together with adjustment of physicochemical properties, afforded potent compounds with good in vivo pharmacokinetic profiles. Optimized compounds such as 51 (E. coli MIC 3.1 μM) and 61 (E. coli MIC 0.78 μM) demonstrate broad spectrum activity against gram-negative pathogens and may provide opportunities for future antibiotic discovery.

CYCLIC PEPTIDE ANTIBIOTICS

Provided herein are antibacterial compounds, wherein the compounds in some embodiments have broad spectrum bioactivity. In various embodiments, the compounds act by inhibition of lipoprotein signal peptidase II (LspA), a key protein in bacteria. Pharmaceutical compositions and methods for treatment using the compounds described herein are also provided.

Stereoselective synthesis of stable isotope-labeled L-α-amino acids: Electrophilic amination of oppolzer's acyl sultams in the synthesis of L-[15N]alanine, L-[15N]valine, L-[15N]leucine, L-[15N]phenylalanine and

Using 1-chloro-1-[15N]nitrosocyclohexane, we have prepared five L-[α-15N]amino acids. The stereoselective electophillic hydroxyamination of (S)-acylbornane-10,2-sultams, followed by Zn(o)/H+ reduction, and alkaline cleavag