876917-12-3

Upstream product

• 6893-65-8 1,2-di-O-isopropylidene-5-O-tosyl-D-xylofuranose 
• 4119-18-0 2,2-dimethyl-6-(4-methylphenylsulfonyloxymethyl)-5-(4-methylphenylsulfonyloxymethyl)-(3aR,5R,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxole 
• 532-20-7 D-xylofuranose 
• 1362047-66-2 (2R,3S,4S)-4-azido-2-dimethoxymethyl-3-benzyloxytetrahydrofuran 
• 1365475-47-3 C₇H₁₁N₃O₄ 
• 89860-19-5 (1R,2R,5R)-2-(dimethoxymethyl)-3,6-dioxabicyclo[3.1.0]hexane 
• 136024-94-7 (2R,3R,4S)-4-azido-2-dimethoxymethyl-3-hydroxytetrahydrofuran 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 80040-79-5 3,4,6-tri-O-benzyl-D-galactal 
• 936946-80-4 (2S,3S,4S,5R)-1,2-O-isopropylidine-3,6-anhydro-4-O-benzyl-5-O-methane-sulfonyl-D-galactitol 
• 929202-56-2 (2S,3S,4S,5R)-1,2-O-isopropylidene-3,6-anhydro-4-O-benzyl-D-galactitol 
• 909543-83-5 (2S,3S,4S,5R)-3,6-anhydro-4-O-benzyl-D-galactitol 
• 936946-79-1 (2S,3S,4S,5S)-1,2-O-isopropylidene-3,6-anhydro-4-O-benzyl-5-azido-5-deoxy-D-glucitol 
• 876917-11-2 2,5-anhydro-4-azido-3-O-benzyl-4-deoxy-L-arabinose diethyl acetal 

Downstream Products

• 1456899-54-9 (2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran 
• 1456899-55-0 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-56-1 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-heptyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-57-2 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-octyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-58-3 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-nonyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-59-4 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-decyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-60-7 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-dodecyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-61-8 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-tetradecyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-62-9 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-hexadecyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-63-0 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-octadecyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-53-8 ((2S,3S,4S)-4-azido-3-(benzyloxy)tetrahydrofuran-2-yl)methanol 

Relevant academic research and scientific papers

An efficient and convenient formal synthesis of Jaspine B from d-xylose

A formal synthesis of Jaspine B was completed in 42.4% overall yield with only three purification steps (one by crystallization and two by column chromatography). The key step in the synthesis involves a regio- and stereoselective epoxide ring-opening reaction and the configuration inversion of the C3-hydroxyl group through oxidation and reduction. All of the reagents and materials used were quite common and inexpensive.

A general and efficient stereoselective synthesis of γ-azido-tetrahydrofuran carboxylic acids from glycals

An efficient, direct and general synthesis of enantiopure γ-azido-tetrahydrofuran carboxylic acid monomers (5-8) from commercially available glycals, suitable to design peptidomimetic oligomers with predisposed conformation, is described. The single cryst

An expedient route for the practical synthesis of pachastrissamine (jaspine B) starting from 3,4,6-tri-O-benzyl-d-galactal

A practically efficient stereoselective synthesis of pachastrissamine (jaspine B) is described starting from 3,4,6-tri-O-benzyl-d-galactal in eight steps and 11% overall yield.

Stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine (Jaspine B) from D-xylose

The first naturally occurring anhydrophytosphingosine, pachastrissamine (jaspine B), a marine compound cytotoxic toward P388, A549, HT29, and MEL28 cell lines at IC50 = 0.01 μg/mL level, has been stereoselectively synthesized from D-xylose in 1