117770-02-2

Basic information

• Product Name: (3AR,4R,6AS)-5-BENZYL-4-((S)-2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-C]PYRROLE
• Synonyms: (3AR,4R,6AS)-5-BENZYL-4-((S)-2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-C]PYRROLE
• CAS NO: 117770-02-2
• Molecular Formula: C₁₉H₂₇NO₄
• Molecular Weight: 333.42198
• Mol File: 117770-02-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3AR,4R,6AS)-5-BENZYL-4-((S)-2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-C]PYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: (3AR,4R,6AS)-5-BENZYL-4-((S)-2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-C]PYRROLE(117770-02-2)
• EPA Substance Registry System: (3AR,4R,6AS)-5-BENZYL-4-((S)-2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-C]PYRROLE(117770-02-2)

Safety Data

• Hazardous Substances Data: 117770-02-2(Hazardous Substances Data)

Usage

General Description

The chemical compound "(3aR,4R,6aS)-5-benzyl-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole" is a complex molecule with a tetrahydrodioxolopyrrole core structure. It contains a benzyl group as well as a 2,2-dimethyl[1,3]dioxolan-4-yl group, which contributes to its overall three-dimensional shape and chemical properties. The compound also possesses two dioxolane rings and a pyrrole ring, giving it a unique and specific arrangement of atoms. (3AR,4R,6AS)-5-BENZYL-4-((S)-2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-C]PYRROLE may have potential applications in the field of medicinal chemistry, organic synthesis, or materials science due to its intricate structure and potentially valuable properties.

Upstream product

• 7757-38-2 2,3,5,6-di-O-isopropylidene-D-mannofuranose 
• 3969-61-7 2,3,5,6-di-isopropyIidene-1,4-dihydroxy-D-mannitol 
• 14131-84-1 2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 
• 7115-24-4 (R)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]((4R,5R)-2,2-dimethyl-5-{[(methylsulfonyl)oxy]methyl}-1,3-dioxolan-4-yl)methyl methanesulfonate 
• 100-46-9 benzylamine 

Downstream Products

• 117770-03-3 N-benzyl-1,4-dideoxy-1,4-imino-D-talitol hydrochloride 
• 117858-82-9 (2S,3S,4R)-N-benzyl-2-hydroxymethyl-3,4-O-isopropylidenepyrrolidine-3,4-diol 
• 117770-04-4 N-benzyl-1,4-dideoxy-1,4-imino-L-ribitol 
• 115509-95-0 (2S,3S,4R,1'S)-3,4-dihydroxy-2-1',2'-dihydroxyethylpyrrolidine 
• 593247-87-1 C₁₉H₂₈BNO₆ 
• 117781-06-3 (S)-1-((3aS,4S,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol 
• 117781-07-4 N-benzyl-1,4-dideoxy-1,4-imino-D-talitol 

Relevant articles and documents

Proline-based hydroxamates targeting the zinc-dependent deacetylase LpxC: Synthesis, antibacterial properties, and docking studies

The Zn2+-dependent deacetylase LpxC is an essential enzyme in Gram-negative bacteria, which has been validated as antibacterial drug target. Herein we report the chiral-pool synthesis of novel D- and L-proline-derived 3,4-dihydroxypyrrolidine hydroxamates and compare their antibacterial and LpxC inhibitory activities with the ones of 4-monosubstituted and 3,4-unsubstituted proline derivatives. With potent antibacterial activities against several Gram-negative pathogens, the L-proline-based tertiary amine 41g ((S)-N-hydroxy-1-(4-{[4-(morpholinomethyl)phenyl]ethynyl}benzyl)pyrrolidine-2-carboxamide) was found to be the most active antibacterial compound within the investigated series, also showing some selectivity toward EcLpxC (Ki = 1.4 μM) over several human MMPs.