1075748-99-0

Basic information

• Product Name: 4,6-di-O-benzoyl-1,5-anhydro-2-deoxy-D-erythro-hex-1-en-3-ulose
• Synonyms: 4,6-di-O-benzoyl-1,5-anhydro-2-deoxy-D-erythro-hex-1-en-3-ulose
• CAS NO: 1075748-99-0
• Molecular Weight: 352.343
• Mol File: 1075748-99-0.mol

Chemical Properties

• CAS DataBase Reference: 4,6-di-O-benzoyl-1,5-anhydro-2-deoxy-D-erythro-hex-1-en-3-ulose(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-di-O-benzoyl-1,5-anhydro-2-deoxy-D-erythro-hex-1-en-3-ulose(1075748-99-0)
• EPA Substance Registry System: 4,6-di-O-benzoyl-1,5-anhydro-2-deoxy-D-erythro-hex-1-en-3-ulose(1075748-99-0)

Safety Data

• Hazardous Substances Data: 1075748-99-0(Hazardous Substances Data)

Upstream product

• 14125-64-5 (2R,3R)-3-hydroxy-2-(hydroxymethyl)-2H-pyran-4(3H)-one 
• 98-88-4 benzoyl chloride 
• 2873-29-2 D-glucal triacetate 
• 13265-84-4 D-glucal 

Downstream Products

• 121328-65-2 4,6-Di-O-benzoyl-D-glucal 
• 1204193-27-0 1-hexyl-4,6-di-O-benzoyl-2-deoxy-α-D-erythro-hexopyranoside-3-ulose 
• 1204193-29-2 1-cyclohexyl-4,6-di-O-benzoyl-2-deoxy-α-D-erythro-hexopyranoside-3-ulose 
• 1204193-30-5 benzyl-4,6-di-O-benzoyl-2-deoxy-α-D-erythro-hexopyranoside-3-ulose 
• 1204193-34-9 (1,2:3,4-di-O-isopropylidene-D-galactosyl)-4,6-di-O-benzoyl-2-deoxy-α-D-erythro-hexopyranosid-3-ulose 
• 1204193-28-1 1-isopropyl-4,6-di-O-benzoyl-2-deoxy-α-D-erythro-hexopyranoside-3-ulose 

Relevant articles and documents

Development of Routes for the Stereoselective Preparation of β-Aryl- C-glycosides via C-1 Aryl Enones

A wide range of enones derived from d-glucal, d-galactal, l-rhamnal, d-rhamnal, and l-arabinal underwent Heck-coupling with various arylboronic acids bearing electron-donating and -withdrawing groups in the presence of palladium acetate and 1,10-phenanthroline. These reactions provided synthetically useful C-1 aryl enones in good yields. Many sensitive functional groups as well as protecting groups present in arylboronic acids and enones, respectively, remained intact under optimized conditions. The stereoselective hydrogenation of C-1 aryl enones with Pd-C/H2 provides the β-isomer of 2-deoxy-aryl-C-glycosides in excellent yield. The C-1 aryl enones were also used as precursors for the synthesis of 2-hydroxy-β-aryl-C-glycosides. Regioselective C-2 halogenations and vinylations of C-1 aryl enones were achieved in excellent yields.

Microwave-assisted stereoselective α-2-deoxyglycosylation of hex-1-en-3-uloses

α-2-Deoxyglycosides were successfully synthesized by means of microwave-assisted glycosylation. Hex-1-en-3-uloses were treated with a catalytic amount of AlCl3 and various O-nucleophiles including alcohols and sugars under microwave conditions.

Efficient synthesis of rare sugar D-allal via reversal of diastereoselection in the reduction of protected 1,5-anhydrohex-1-en-3-uloses: Protecting group dependence of the stereoselection

(Chemical Equation Presented) D-Allal was selectively obtained by reducing bulky-silyl-protected 1,5-anhydrohex-1-en-3-uloses using the NaBH4 - CeCl3·7H2O system. The crucial point of this synthesis is the nature of the pr