benzyl 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranoside

Base Information

• Chemical Name: benzyl 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranoside
• CAS No.: 228550-66-1
• Molecular Formula: C₃₈H₄₂O₅S₂
• Molecular Weight: 642.88
• Mol file: 228550-66-1.mol

Synonyms:benzyl 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranoside

Chemical Property of benzyl 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranoside

There total 1 articles about benzyl 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranoside 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: 93.0%

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) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranoside (228550-66-1)

Guidance literature:

With triphenylphosphine hydrobromide; In dichloromethane; at -20 - 20 ℃; for 2h;

Reference yield:

benzyl 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranoside (228550-66-1) → (2R,4R,5R,6R)-2,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-carboxylic acid

Guidance literature:

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

Reference yield:

benzyl 4,5,7-tri-O-benzyl-3-deoxy-1-(propane-1,3-diyl dithioacetal)-α-D-lyxo-heptopyranoside (228550-66-1) → methyl (benzyl 4,5,7-tri-O-benzyl-3-deoxy-α-D-lyxo-hept-2-ulopyranosid)onate

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:

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

benzyl alcohol