127874-89-9

Upstream product

• 134311-56-1 Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 91882-92-7 3-O-allyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 134311-53-8 3-O-allyl-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose 
• 20316-77-2 (3aR,5R,6S,6aR)-6-(allyloxy)-5-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole 
• 114219-37-3 2-methoxyethyl 2,4-di-O-benzyl-6-deoxy-β-D-glucopyranoside 
• 114219-36-2 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-(2-methoxy-ethoxy)-6-methyl-tetrahydro-pyran-4-yl ester 
• 100-44-7 benzyl chloride 
• 114219-38-4 Acetic acid (2R,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-(2-methoxy-ethoxy)-6-methyl-tetrahydro-pyran-4-yl ester 
• 134311-57-2 Acetic acid (2R,3R,4S,5R)-3,5-bis-benzyloxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-4-yl ester 
• 134311-58-3 3-O-Acetyl-2,4-di-O-benzyl-6-deoxy-α-D-glucopyranosyl chloride 
• 134311-55-0 (2S,3R,4S,5R,6R)-4-Allyloxy-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran 
• 134311-55-0 (3R,4S,5R,6R)-4-Allyloxy-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran 
• 114219-31-7 (2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol 

Downstream Products

• 134357-76-9 Acetic acid (2S,3R,4S,5R,6R)-3-((2R,3R,4S,5R,6R)-4-acetoxy-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-4-yl ester 
• 134357-75-8 Acetic acid (2R,3R,4S,5R,6R)-3-((2R,3R,4S,5R,6R)-4-acetoxy-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-4-yl ester 
• 134311-49-2 Acetic acid (2R,3R,4S,5R,6R)-3-((2S,3R,4S,5R,6R)-4-acetoxy-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-4-yl ester 
• 134311-73-2 C₄₉H₇₀O₆ 
• 134311-73-2 C₄₉H₇₀O₆ 
• 134311-95-8 Acetic acid (2R,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-(3,5-dinitro-pyridin-2-yloxy)-6-methyl-tetrahydro-pyran-4-yl ester 
• 134311-64-1 Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-(3,5-dinitro-pyridin-2-yloxy)-6-methyl-tetrahydro-pyran-4-yl ester 

Relevant academic research and scientific papers

Phyllanthoside-Phyllanthostatin Synthetic Studies. 8. Total Synthesis of (+)-Phyllanthoside. Development of the Mitsunobu Glycosyl Ester Protocol

The first total syntheses of the antineoplastic glycoside (+)-phyllanthoside (1) and the parent disaccharide (-)-phyllanthose (5) have been achieved. Stereoselective Koenigs-Knorr coupling of two 6-deoxyglucose derivatives, bromide 54 and alcohol 55, generated the uncommon 1′ → 2β glycosidic linkage of (-)-phyllanthose. A stereochemically convergent Mitsunobu reaction of protected disaccharide 87 with aglycon carboxylic acid 80, prepared via asymmetric synthesis, then led to 1 of high enantiomeric purity. The Mitsunobu procedure comprises an efficient general method for stereospecific assembly of β-glycosyl esters.

Partially Benzylated Derivatives of 6-Deoxy-D-glucose

Several partially benzylated derivatives of 6-deoxy-D-glucose (D-quinovose) were synthesized from appropriate di-O-benzyl-D-glucosides whose primary hydroxyl group is unprotected, via unimolar tosylation and subsequent reduction with LiAlH4.