55721-08-9

Basic information

• Product Name: 1,5-anhydro-2,3,4,6-tetra-O-benzoyl-D-lyxo-hex-1-enitol
• Synonyms: 1,5-anhydro-2,3,4,6-tetra-O-benzoyl-D-lyxo-hex-1-enitol
• CAS NO: 55721-08-9
• Molecular Weight: 578.575
• Mol File: 55721-08-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,5-anhydro-2,3,4,6-tetra-O-benzoyl-D-lyxo-hex-1-enitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-anhydro-2,3,4,6-tetra-O-benzoyl-D-lyxo-hex-1-enitol(55721-08-9)
• EPA Substance Registry System: 1,5-anhydro-2,3,4,6-tetra-O-benzoyl-D-lyxo-hex-1-enitol(55721-08-9)

Safety Data

• Hazardous Substances Data: 55721-08-9(Hazardous Substances Data)

Upstream product

• 61198-88-7 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide 

Downstream Products

• 119870-15-4 Benzoic acid (2S,6S)-6-isopropoxy-5-oxo-5,6-dihydro-2H-pyran-2-ylmethyl ester 
• 42889-91-8 (5'-formylfuran-2'-yl)methyl benzoate 
• 25146-92-3 Benzoic acid (2S,6S)-6-methoxy-5-oxo-5,6-dihydro-2H-pyran-2-ylmethyl ester 
• 25146-93-4 Benzoic acid (2S,6R)-6-methoxy-5-oxo-5,6-dihydro-2H-pyran-2-ylmethyl ester 

Relevant articles and documents

Sodium hydride/hexamethylphosphoric triamide: A new and efficient reagent towards the synthesis of protected 1,2- and 5,6-enopyranosides

A new method for the elimination of hydrogen halides and p-toluenesulfonic acid from sugar moieties using sodium hydride (NaH) in hexamethylphosphoric triamide (HMPA) at room temperature is reported. NaH/HMPA has several advantages compared to NaH/DMF: elimination products are produced in high yields even from sterically hindered starting materials, and not only from halides, but also tosylates.

Synthesis and utility of 2-(benzoyloxyimino)-2-deoxy-α-D-lyxo-hexopyranosyl bromide as a novel α-D-talosaminide building block

A novel α-D-talosaminyl donor, 2-(benzoyloxyimino)-2-deoxy-α-D-lyxo-hexopyranosyl bromide has been synthesized in a total yield of 32% over 6 steps from D-galactose. The utility of the donor was evaluated for the elaboration of α-D-TalNAc-(1→6)-α-D-Gal, α-D-TalNAc-(1→6)-α-D-Glc, and α-D-TalNAc-(1→3)-L-serine derivatives by a simple 3-step sequence, comprising α-selective glycosylation of appropriately protected acceptors of D-galactose, D-glucose, and L-serine, talo-selective hydroboration of the oxyimino function to an amino group, and N-acetylation.