851390-80-2

Basic information

• Product Name: (S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol
• Synonyms: (S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol
• CAS NO: 851390-80-2
• Molecular Weight: 293.363
• Mol File: 851390-80-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol(851390-80-2)
• EPA Substance Registry System: (S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol(851390-80-2)

Safety Data

• Hazardous Substances Data: 851390-80-2(Hazardous Substances Data)

Upstream product

• 851390-79-9 (2S,3S,4R)-N-benzyl-3,4-(isopropylidenedioxy)-2-vinyl-pyrrolidine 
• 132430-78-5 (2S,3S,4R)-N-benzyl-2-formyl-3,4-(isopropylidenedioxy)pyrrolidine 
• 100-39-0 benzyl bromide 
• 95066-30-1 1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-mannitol 
• 23262-80-8 2,3,5,6-di-O-isopropylidene-L-gulono-1,4-lactone 

Downstream Products

• 134316-45-3 N-benzyl-1,4-dideoxy-1,4-imino-D-mannitol 
• 114976-76-0 1,4-dideoxy-1,4-imino-D-mannitol hydrochloride 

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.

DERIVATIVES OF 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL AND A PROCESS FOR THEIR PREPARATTON

Novel derivatives of 1,4-dideoxy-1,4-imino-D-mannitol and method for their synthesis from 4,5-anhydro-1-azido-1-deoxy-2,3-O-isopropylidene-D-talitol or its triflate derivative are disclosed. The novel derivatives, 6-fluoro-1,4-imino-1,4,6-trideoxy-D-manni