70057-97-5

Upstream product

• 10368-86-2 1,2:5,6-di-O-isopropylidene-α-D-galactofuranose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 

Downstream Products

• 18439-35-5 (3aR,5R,6S,6aR)-5-((R)-hydroxy(phenyl)methyl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole-6-ol 
• 1262487-77-3 (R)-((3aR,5S,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate 
• 1262487-78-4 (R)-((3aR,5R,6S,6aR)-6-(cinnamoyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate 
• 1233484-14-4 C₂₃H₂₂O₆ 
• 1233484-15-5 3-O-cinnamoyl-1,2-O-isopropylidene-5-C-phenyl-α-D-gluco-pentofuranose 
• 1233484-11-1 5-O-(tert-butyldiphenylsilyl)-3-O-cinnamoyl-1,2-O-isopropylidene-5-C-phenyl-α-D-gluco-pentofuranose 
• 1233484-17-7 5-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-C-phenyl-α-D-gluco-pentofuranose 
• 18439-34-4 (3aR,5R,6S,6aR)-5-((S)-hydroxy(phenyl)methyl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole-6-ol 
• 190583-85-8 1,2-O-isopropylidene-3,5-di-O-benzyl-β-L-arabinofuranose 
• 162303-23-3 methyl 3,5-di-O-benzyl-α-L-arabinofuranoside 

Relevant academic research and scientific papers

Divergent total synthesis of crassalactones B and C and evaluation of their antiproliferative activity

A divergent total synthesis of cytotoxic natural products (+)-crassalactones B (2) and C (3) has been achieved by utilizing diacetone d-glucose (4) as a chiral precursor. The key steps of the synthesis of both targets 2 and 3 were a stereo-selective addit

A stereospecific synthesis of L-deoxyribose, L-ribose and L-ribosides

Using an inexpensive D-galactose from the chiral pool, L-deoxyribose, L-ribose and their derivatives were synthesized via mild reaction conditions. During the synthesis of L-deoxyribose, the key deoxygenation of the 2-hydroxy group of 3,5-O-dibenzyl-methyl-L-arabinofuranoside was performed by reduction of the corresponding triflate with tetrabutylammonium borohydride in high yield. During the synthesis of L-ribose, the key step of inversion of the 2-hydroxy group in the same substrate was carried out by intramolecular SN2 tandem reaction. Then the L-ribosyl donors were submitted to glycosidations according to Vorbrüggen's conditions to give L-ribosides (L-uridine, L-5-fluorouridine, L-iodouridine, L-thymidine, L-puridine, L-adenosine and L-guanosine) in excellent yields.