161851-34-9

Basic information

• Product Name: 3,4-di-O-(tert-butyldimethylsilyl)-D-glucuronal
• Synonyms: 3,4-di-O-(tert-butyldimethylsilyl)-D-glucuronal
• CAS NO: 161851-34-9
• Molecular Weight: 388.652
• Mol File: 161851-34-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,4-di-O-(tert-butyldimethylsilyl)-D-glucuronal(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-di-O-(tert-butyldimethylsilyl)-D-glucuronal(161851-34-9)
• EPA Substance Registry System: 3,4-di-O-(tert-butyldimethylsilyl)-D-glucuronal(161851-34-9)

Safety Data

• Hazardous Substances Data: 161851-34-9(Hazardous Substances Data)

Upstream product

• 57690-62-7 methyl 3,4-di-O-acetyl-1,2-dideoxy-D-arabino-hex-1-enopyranuronate 
• 252000-90-1 methyl (3,4-di-O-tert-butyldimethylsilyl-D-glucuronate)glycal 

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.