20787-16-0

Upstream product

• 20787-15-9 methyl 2,3,4-tri-O-benzyl-β-D-xylopyranoside 
• 20787-14-8 methyl 2,3,4-tri-O-benzyl-α-D-xylopyranoside 
• 87908-25-6 2-methoxyethyl 2,3,4-tri-O-benzyl-α-L-arabinopyranoside 
• 87-72-9 L-(+)-arabinose 
• 100-44-7 benzyl chloride 
• 134149-45-4 allyl 2,3,4-tri-O-benzyl-β-L-arabinopyranose 
• 87908-24-5 2-methoxyethyl 2,3,4-tri-O-benzyl-β-D-xylopyranoside 
• 64-19-7 acetic acid 
• 196859-51-5 (2,3-dibenzyloxypropyl) 2,3,4-tri-O-benzyl-α-D-xylopyranoside 
• 28697-53-2 D-arabinopyranose 
• 242143-00-6 methyl 2,3,4-tri-O-benzyl-D-xylopyranoside 
• 1338567-53-5 C₂₈H₂₉Cl₃O₅ 
• 532-20-7 D-arabinofuranose 
• 884655-09-8 methyl D-arabinopyranoside 

Downstream Products

• 77875-54-8 (2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-2,3,4-tri-O-benzyl-α-D-xylopyranoside 
• 121916-92-5 2,3,4-tri-O-benzyl-α-D-xylopyranosyl chloride 
• 132627-97-5 benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-3-O-benzyl-β-D-xylopyranoside 
• 80971-48-8 Benzyl O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside 
• 132627-96-4 benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside 
• 133437-07-7 (2R,3R,4S)-5-Benzylamino-2,3,4-tris-benzyloxy-pentan-1-ol 
• 209125-48-4 (3R,4S,5S)-3,4,5-Tris-benzyloxy-tetrahydro-pyran-2-one 
• 2405-69-8 2,3,4-tri-O-benzyl-L-arabinitol 
• 1227291-94-2 C₂₇H₃₁NO₅ 
• 1092684-39-3 (2S,3S,4R)-2-(hexacosanamido)-1-O-(2,3,4-tri-O-benzyl-β-L-arabinopyranosyl)octadecane-1,3,4-triol 
• 1093738-70-5 1-O-acetyl 2,3,4-tri-O-benzyl-α,β-L-arabinopyranose 
• 1427178-87-7 N-benzyloxycarbonyl 2,3,4-tri-O-benzyl-α-L-arabinopyranosylamine 
• 1427178-88-8 N-benzyloxycarbonyl 2,3,4-tri-O-benzyl-β-L-arabinopyranosylamine 

Relevant academic research and scientific papers

A highly efficient deprotection of the 2,2,2-trichloroethyl group at the anomeric oxygen of carbohydrates

Commercially available zinc dust in the presence of ammonium chloride in acetonitrile at reflux removes the 2,2,2-trichloroethyl (TCE) group at anomeric centers with excellent yields (>95%) in short reaction times. This present method is easily implemented on substrates containing acyl and benzyl groups and large-scale reactions also proceed in high yield.

Regioselective Anomeric O-Benzyl Deprotection in Carbohydrates

A highly regioselective hydrogenolysis of the anomeric benzyl group is reported. The reaction involves selective acetolysis of benzyl acetals of various mono- and di-saccharides using 10 % Pd/C under hydrogen atmosphere in the presence of Na2CO

Synthesis of Glycosyl Fluorides by Photochemical Fluorination with Sulfur(VI) Hexafluoride

This study describes a new convenient method for the photocatalytic generation of glycosyl fluorides using sulfur(VI) hexafluoride as an inexpensive and safe fluorinating agent and 4,4′-dimethoxybenzophenone as a readily available organic photocatalyst. This mild method was employed to generate 16 different glycosyl fluorides, including the substrates with acid and base labile functionalities, in yields of 43%-97%, and it was applied in continuous flow to accomplish fluorination on an 7.7 g scale and 93% yield.

Synthesis of nortropane alkaloid calystegine B2 from methyl α-D-xylopyranoside

A new synthetic route for formation of a central cycloheptanone intermediate leading to the nortropane alkaloid calystegine B2 is described. The approach installs the desired ketone functionality directly in a ring-closing metathesis step. The

TRITERPENE SAPONIN SYNTHESIS, INTERMEDIATES AND ADJUVANT COMBINATIONS

The present application relates to triterpene glycoside saponin-derived adjuvants, syntheses thereof, and intermediates thereto. The application also provides pharmaceutical compositions comprising compounds of the present invention and methods of using said compounds or compositions in the treatment of and immunization for infectious diseases.

Ring-opened 4-hydroxy-δ-valerolactone subunit as a key structural fragment of polyesters that degrade without acid formation

Random copolymers of ?-caprolactone with O-benzyl-protected 4-hydroxy- or 2,4-dihydroxy-δ-valerolactone after hydrogenation form γ-hydroxy functionalized polyesters that degrade via the cyclization to γ-butyrolactone fragments without carboxylic acid formation.

Intramolecular Tandem Seleno-Michael/Aldol Reaction: A Simple Route to Hydroxy Cyclo-1-ene-1-carboxylate Esters

Intramolecular tandem seleno-Michael/aldol reaction followed by an oxidation-elimination process can be an efficient tool for the construction of hydroxy cyclo-1-ene-1-carboxylate esters from oxo-α,β-unsaturated esters. Generation of lithium selenolate from elemental selenium and n-BuLi provides a simple and efficient one-pot access to cyclic endo-Morita-Baylis-Hillman adducts.

Synthesis of Phenolic Glycosides: Glycosylation of Sugar Lactols with Aryl Bromides via Dual Photoredox/Ni Catalysis

Multifarious sugar lactols were efficiently transformed into the corresponding phenolic glycosides by treating with aryl bromides in acetonitrile with Ir[dF(CF3)ppy]2(dtbbpy)(PF6) as a photocatalyst under visible light irr

TRITERPENE SAPONIN ANALOGUES

The present application relates to triterpene glycoside saponin-derived adjuvants, syntheses thereof, and intermediates thereto. The application also provides pharmaceutical compositions comprising compounds of the present invention and methods of using said compounds or compositions in the treatment of and immunization for infectious diseases.

TRITERPENE SAPONIN ANALOGUES

The present application relates to triterpene glycoside saponin-derived adjuvants, syntheses thereof, and intermediates thereto. The application also provides pharmaceutical compositions comprising compounds of the present invention and methods of using said compounds or compositions in the treatment of and immunization for infectious diseases.