88818-93-3

Upstream product

• 53270-14-7 benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 26623-27-8 benzyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside 
• 26623-26-7 benzyl 6-deoxy-2,3-O-isopropylidene-α-L-lyxo-hexopyranosid-4-ulose 
• 643-17-4 α-D-rhamnopyranose 
• 5158-64-5 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide 
• 100-51-6 benzyl alcohol 
• 73-34-7 L-rhamnose 
• 108-24-7 acetic anhydride 
• 251361-11-2 benzyl L-rhamnopyranoside 
• 76404-29-0 phenylmethyl 4-O-acetyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranoside 
• 76404-30-3 Benzyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosid 
• 76404-33-6 Benzyl-2,3,6-tridesoxy-α-L-threo-hex-2-enopyranosid 
• 88818-92-2 benzyl 6-deoxy-α-L-talopyranoside 
• 1187858-70-3 1,2,3,4-tetra-O-acetyl-L-rhamnopyranose 

Downstream Products

• 138552-37-1 methyl 3,4-di-O-benzyl-6-deoxy-α-L-talopyranoside 
• 143332-46-1 C₇₂H₇₉NO₂₂ 
• 143394-75-6 (3aR,5S,6R,7R,7aR)-6,7-Bis-benzyloxy-2-methoxy-2,5-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran 
• 143332-43-8 [5-((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentyl]-carbamic acid benzyl ester 
• 87599-00-6 benzyl 6-deoxy-β-D-gulopyranoside 
• 53270-14-7 benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 26623-27-8 benzyl 6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside 
• 26623-26-7 benzyl 6-deoxy-2,3-O-isopropylidene-α-L-lyxo-hexopyranosid-4-ulose 
• 88818-98-8 benzyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside 
• 88819-02-7 benzyl-3-O-allyl-4-O-benzyl-6-deoxy-α-L-talopyranoside 
• 88830-28-8 benzyl 3,4-di-O-benzyl-6-deoxy-2-O-methyl-α-L-talopyranoside 
• 88819-07-2 benzyl 2-O-benzoyl-4-O-benzyl-6-deoxy-α-L-talopyranoside 
• 88819-05-0 benzyl 2-O-allyl-3-O-benzoyl-6-deoxy-α-L-talopyranoside 
• 88819-06-1 benzyl 3-O-allyl-2-O-benzoyl-6-deoxy-α-L-talopyranoside 

Relevant academic research and scientific papers

Direct glycosylation of unprotected and unactivated sugars using bismuth nitrate pentahydrate

Bi(NO3)3, a low-cost, mild, and environmentally green catalyst, has been successfully utilized for Fischer glycosylation for the synthesis of alkyl/aryl glycopyranosides by reacting unprotected sugars, namely, D-glucose, L-rhamnose, D-galactose, D-arabinose, and N-acetyl-D-glucosamine with various alcohols in good to excellent yields. The glycosides were formed with high α-selectivity. Further, an expedient separation of α- and β-glycosides using silver nitrate-impregnated silica gel flash liquid chromatography has been developed.

Direct glycosylation of bioactive small molecules with glycosyl iodide and strained olefin as acid scavenger

A new strategy for diversity-oriented direct glycosylation of bioactive small molecules was developed. This reaction features (-)-β-pinene as acid scavenger and work with glycosyl iodides under mild conditions. With the aid of RP-HPLC and chiral SFC separation techniques, the new direct glycosylation proved effective at gram scale on bioactive small molecules including AZD6244, podophyllotoxin, paclitaxel, and docetaxel. Interesting glycoside derivatives were efficiently created with good yields and 1,2-cis selectivity.

SYNTHESIS OF ISOMERIC BENZYL 6-DEOXY-α-L-TALO- AND α-L-GULOPYRANOSIDES

Synthesis of benzyl 2,3,4-tri-O-acetyl-6-deoxy-α-L-talopyranoside (6) and its α-L-gulo isomer 7 was performed by a five-step sequence starting from L-rhamnal 1.The L-talo isomer was proved to be identical with the component of O-antigenic polysaccharide o

DERIVATIVES OF 6-DEOXY-L-TALOSE AND THE SYNTHESIS OF 6-DEOXY-2-O-(α-L-RHAMNOPYRANOSYL)-L-TALOSE

Benzyl 6-deoxy-α-L-talopyranoside (10) has been synthesized and provides, after hydrogenolysis, an improved preparation of 6-deoxy-L-talose.Several partially substituted derivatives of the glycoside 10 have been prepared, including benzyl 6-deoxy-3,4-O-is