1253943-82-6

Basic information

• Product Name: methyl 2,6-anhydro-3,4-di-O-benzyl-5-deoxy-D-lyxohex-5-enonate
• Synonyms: methyl 2,6-anhydro-3,4-di-O-benzyl-5-deoxy-D-lyxohex-5-enonate
• CAS NO: 1253943-82-6
• Molecular Weight: 354.403
• Mol File: 1253943-82-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: methyl 2,6-anhydro-3,4-di-O-benzyl-5-deoxy-D-lyxohex-5-enonate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,6-anhydro-3,4-di-O-benzyl-5-deoxy-D-lyxohex-5-enonate(1253943-82-6)
• EPA Substance Registry System: methyl 2,6-anhydro-3,4-di-O-benzyl-5-deoxy-D-lyxohex-5-enonate(1253943-82-6)

Safety Data

• Hazardous Substances Data: 1253943-82-6(Hazardous Substances Data)

Upstream product

• 2873-29-2 D-glucal triacetate 
• 13265-84-4 D-glucal 
• 196703-95-4 1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol 
• 137915-37-8 1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose 
• 207564-33-8 (2S,3S,4R)-3,4-Bis-benzyloxy-3,4-dihydro-2H-pyran-2-carbaldehyde 
• 58871-10-6 3,4-di-O-benzyl-D-glucal 
• 74-88-4 methyl iodide 

Downstream Products

• 1295541-45-5 methyl 2,6-anhydro-3,4-di-O-benzyl-5-deoxy-5-nitro-D-lyxohex-5-enonate 
• 1295541-47-7 methyl (6R)-2,6-anhydro-3,4-di-O-benzyl-5-deoxy-6-(dimethoxyphosphoryl)-5-nitro-D-gluconate 
• 1295541-48-8 methyl (6R)-2,6-anhydro-3,4-di-O-benzyl-5-deoxy-6-(dimethoxyphosphoryl)-5-acetamido-D-gluconate 

Relevant articles and documents

Improved and large-scale synthesis of different protected d-glucuronals

Although different protected d-glucuronals are used as precursors for the preparation of many compounds, standard procedures and large-scale syntheses are still not described in the literature. In the course of the development of different protected d-glucuronyl donors we developed several versatile methods that can be used for fast and reproducible preparation of large amounts of the key intermediates. d-Glucuronolactone was converted to methyl 3,4-di-O-acetyl-d-glucuronal applying a novel one-pot protocol, which allowed for large-scale synthesis. Introduction of silyl and benzyl groups was achieved using optimized procedures. Furthermore 3,4,6-tri-O-acetyl-d-glucal was used as starting material for an improved preparation of benzyl protected d-glucuronal, which significantly accelerates and simplifies similar methods described in the literature.