69534-70-9

Upstream product

• 69534-63-0 1,2,3,4,6-penta-O-benzoyl-5-C-bromo-β-D-glucopyranose 

Downstream Products

• 130745-13-0 (5R,6R,7S,8S)-5-(Benzyloxy)-1,1-Dibromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate 
• 130745-07-2 (5S,6R,7S,8S)-4-Oxaspiro<2.5>octane-5,6,7,8-tetrayl Tetrabenzoate 
• 130745-14-1 (5R,6R,7S,8S)-5-(Benzyloxy)-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate 
• 130745-12-9 (5R,6R,7S,8S)-1,1,1-Tribromo-4-oxaspiro<2.5.>octane-6,7,8-triyl Tribenzoate 
• 130745-09-4 (5S,6R,7S,8S)-6,7,8-Trihydroxy-4-oxaspiro<2.5>oct-5-yl 2,4-Dinitrobenzoate 
• 130766-45-9 (5R,6R,7S,8S)-5-(Benzyloxy)-4-oxaspiro<2.5.>octane-6,7,8-triol 
• 130745-05-0 (3RS,5S,6R,7S,8S)-1,1-Dibromo-4-oxaspiro<2.5>octane-5,6,7,8-tetrayl Tetrabenzoate 
• 101686-16-2 C₂₇H₂₂O₈ 
• 76371-39-6 (2S,2α,3β,4α,5α)-2,3,4-tri-O-benzoyl-5-hydroxycyclohexanone 
• 130745-06-1 (3RS,5S,6R,7S,8S)-1,1-Dichloro-4-oxaspiro<2.5>octane-5,6,7,8-tetrayl Tetrabenzoate 

Relevant academic research and scientific papers

A method for the syntheses of Enopyranosides

Sodium hydride (NaH) in hexamethylphosphoric triamide (HMPA) has been introduced as an economical and efficient reagent towards the creation of 1, 2- or 5, 6-enopyranosides from the corresponding halogenated or tosylated pyranosides. NaH/HMPA has several advantages compared to NaH/DMF: elimination products are produced in high yields even from sterically-hindered halides as well as tosylates. 2009 Bentham Science Publishers Ltd.

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.

Unsaturated Carbohydrates. Part 22. Alkenes from 5-Bromohexopyranose Derivatives

Base-catalysed elimination of hydrogen bromide from 5-bromo-β-D-glucopyranose penta-acetate and penta-benzoate gives predominantly the endocyclic products, whereas treatment with zinc-acetic acid affords a means of obtaining the exocyclic 6-deoxy-5-enose esters.All eight alkenes obtainable from these two bromo-compounds are reported together with their 1H and 13C n.m.r. spectra.Unsaturated compounds derived from penta-O-benzoyl-5-bromo-α-D-glucopyranose and acetylated 5-bromouronates are also reported.The conformations of all the alkenes are discussed and, in one case, the influences of the anomeric and allylic effects can be compared.