4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside)

Base Information

• Chemical Name: 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside)
• CAS No.: 228550-70-7
• Molecular Formula: C₅₉H₆₆O₁₀S₂
• Molecular Weight: 999.299
• Mol file: 228550-70-7.mol

Synonyms:4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside)

Chemical Property of 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside)

There total 1 articles about 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside (34212-64-1,641635-63-4) + 2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-lyxo-hept-1-enitol (211934-98-4) → 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside) (228550-70-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - -5 ℃; for 2h;

Reference yield:

4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside) (228550-70-7) → (2R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid

Guidance literature:

With N-Bromosuccinimide; water; In tetrahydrofuran; for 0.5h;

Reference yield:

4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranosyl-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside) (228550-70-7) → [methyl (4,5,7-tri-O-benzyl-3-deoxy-α-D-lyxo-hept-2-ulopyranosid)onate]-(2->6)-(methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside)

Guidance literature:

Multi-step reaction with 2 steps

1: NBS; H₂O / tetrahydrofuran / 0.5 h

2: methanol; diethyl ether

With N-Bromosuccinimide; water; In tetrahydrofuran; methanol; diethyl ether; 1: oxidative hydrolysis / 2: Esterification;

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-lyxo-hept-1-enitol