methyl (dibenzyl-7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-α-D-manno-2-octulopyranosylphosphite)onate

Base Information

• Chemical Name: methyl (dibenzyl-7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-α-D-manno-2-octulopyranosylphosphite)onate
• CAS No.: 1609277-23-7
• Molecular Formula: C₄₀H₄₁O₁₂P
• Molecular Weight: 744.732

Synonyms:methyl (dibenzyl-7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-α-D-manno-2-octulopyranosylphosphite)onate

Chemical Property of methyl (dibenzyl-7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-α-D-manno-2-octulopyranosylphosphite)onate

Chemical Property:

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Technology Process of methyl (dibenzyl-7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-α-D-manno-2-octulopyranosylphosphite)onate

There total 1 articles about methyl (dibenzyl-7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-α-D-manno-2-octulopyranosylphosphite)onate 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: 56.0%

methyl (7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-D-manno-2-octulopyranoside)onate + Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) → methyl (dibenzyl-7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-α-D-manno-2-octulopyranosylphosphite)onate (1609277-23-7)

Guidance literature:

With 1H-tetrazole; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2014.04.024

Reference yield:

methyl (allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate (1327153-97-8) + methyl (dibenzyl-7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-α-D-manno-2-octulopyranosylphosphite)onate (1609277-23-7) → methyl O-[methyl (7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-D-manno-2-octulopyranosyl)onate]-(2->4)-(allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate (1327154-00-6) + methyl O-[methyl (7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-D-manno-2-octulopyranosyl)onate]-(2->4)-(allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate (1327154-05-1)

Guidance literature:

With boron trifluoride diethyl etherate; at -20 - 20 ℃; for 10h;

DOI:10.1016/j.tet.2014.04.024

Reference yield:

methyl (allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate (1327153-97-8) + methyl (dibenzyl-7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-α-D-manno-2-octulopyranosylphosphite)onate (1609277-23-7) → methyl O-[methyl (7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-D-manno-2-octulopyranosyl)onate]-(2->4)-(allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate (1327154-00-6) + methyl O-[methyl (7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-D-manno-2-octulopyranosyl)onate]-(2->4)-(allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate (1327154-05-1) + C26H26O9 (132039-61-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; at -20 - 20 ℃; for 10h;

DOI:10.1016/j.tet.2014.04.024

upstream raw materials:

Dibenzyl N,N-diisopropylphosphoramidite

Downstream raw materials:

methyl O-[methyl (7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-D-manno-2-octulopyranosyl)onate]-(2->4)-(allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate

methyl O-[methyl (7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-D-manno-2-octulopyranosyl)onate]-(2->4)-(allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate

C₂₆H₂₆O₉

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