53942-36-2

Upstream product

• 286011-06-1 1,2:5,6-di-O-isopropylidene-α-D-galactofuranose 
• 98-88-4 benzoyl chloride 

Downstream Products

• 159043-31-9 3-O-Benzoyl-1,2-O-isopropyliden-5,6-di-O-(p-tolylsulfonyl)-α-D-galaktofuranose 
• 159043-33-1 3-O-Benzoyl-1,2-O-isopropyliden-6-O-(p-tolylsulfonyl)-α-D-galaktofuranose 
• 53942-38-4 3,6-di-O-benzoyl-1,2-O-isopropylidene-α-D-galactofuranose 
• 159043-41-1 Benzoic acid (3aR,5S,6S,6aR)-5-[(R)-1-methoxy-2-(toluene-4-sulfonyloxy)-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 159043-34-2 1,2-O-Isopropyliden-5-O-methyl-6-O-(p-tolylsulfonyl)-α-D-galaktofuranose 
• 159043-40-0 3-O-Benzoyl-1,2-O-isopropyliden-5-O-methylsulfonyl-6-O-(p-tolylsulfonyl)-α-D-galaktofuranose 
• 845533-41-7 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->5)-1,2-di-O-acetyl-3,6-di-O-benzoyl-β-D-galactofuranose 
• 845533-40-6 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->5)-3,6-di-O-benzoyl-1,2-O-isopropylidene-α-D-galactofuranose 

Relevant academic research and scientific papers

A Simple and Facile Chemo- and Regioselective Deprotection of Acetonides Using Silica Supported Sodium Hydrogen Sulfate as a Heterogeneous Catalyst

Silica supported sodium hydrogen sulfate (NaHSO4·SiO 2) has been found to be an efficient heterogeneous catalyst for chemo- and regioselective deprotection of acetonides at room temperature to produce the corresponding diols in excellent yields.

A one-pot strategy for synthesis of 5-O-(α-D-Arabinofuranosyl)-6-O-(β-D-galactofuranosyl)-D- galactofuranose present in motif E of the Mycobacterium tuberculosis cell wall

5-O-(α-D-Arabinofuranosyl)-6-O-(β-D-galactofuranosyl)-D- galactofuranose 6 present in motif E of the Macobacterium tuberculosis cell wall has been regio- and stereospecifically synthesized using 3-O-benzoyl-1,2-O-isopropylidine-α-D-galactofuranose (10) as the glycosyl acceptor by the trichloroacetamidate method in a one-pot manner. The diol glycosyl acceptor 10 was smoothly derived from 1,2:5,6-di-O-isopropylidene-α-D-galactofuranose (8) by 3-O-benzoylation and then selective 5,6-O-deacetonation. The preparation of 8 was greatly improved by increasing the ratio of DMF to acetone and using a solid-supported catalyst.

Synthesis, Structure Elucidation and Reactions of trans-Fused 3,6-Anhydro-1,2-O-isopropylidene-α-D-hexofuranoses

Unexpectedly, the reaction of 1,2-O-isopropylidene-5,6-di-O-(p-tolylsulfonyl)-α-D-allofuranose (7) with KCN in ethanol yielded the first trans-fused 3,6-anhydro-hexofuranose 10.Besides by spectroscopic evidence the structure of 10 was proved by transformation to the tosylated acetal 13 which could also be obtained via an independent route.Further reactions of 10 all resulted in opening of the strained ring system yielding acetals (18-22).By blocking the 5-position with the alkali-resistant ether function this cyclization could also be achived by more common reagents like NaH in DMF (32). - By applying this procedure to the corresponding α-D-galactofuranose derivative 41 3,6-anhydro-α-D-galactofuranose 42 could also be obtained albeit in low yield.For comparison purposes the 3,6-anhydro-α-D-gulo derivative 47 was synthesized from easily accessible 44. - Key Words: Carbohydrates / Hexofuranoses / 3,6-Anhydro-D-hexofuranoses