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

Base Information

Chemical Name: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
CAS No.:1327154-00-6
Molecular Formula:C₅₂H₅₄O₁₉
Molecular Weight:982.989
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 11 articles about 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 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:

: 1327153-98-9
methyl (7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-D-manno-2-octulopyranosylfluoride)onate

: 1327153-97-8
methyl (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
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

Guidance literature:: With boron trifluoride diethyl etherate; triethylamine; In dichloromethane; at -20 ℃; for 1.5h; optical yield given as %de; Molecular sieve;
DOI:10.1016/j.tet.2011.06.039

Reference yield:

: methyl (7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-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
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

Guidance literature:: Multi-step reaction with 3 steps

1: 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran / 23 h / Inert atmosphere; Reflux

2: water; trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

3: boron trifluoride diethyl etherate; triethylamine / dichloromethane / 1.5 h / -20 °C / Molecular sieve

With boron trifluoride diethyl etherate; water; triethylamine; 1,4-di(diphenylphosphino)-butane; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2011.06.039

Reference yield:

: C₂₆H₃₀O₁₁

: 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
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

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride; triethylamine / dichloromethane / 2 h / 0 °C

1.2: 0.5 h / -78 °C

1.3: 3 h / 0 - 20 °C

2.1: 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran / 23 h / Inert atmosphere; Reflux

3.1: water; trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

4.1: boron trifluoride diethyl etherate; triethylamine / dichloromethane / 1.5 h / -20 °C / Molecular sieve

With thionyl chloride; boron trifluoride diethyl etherate; water; triethylamine; 1,4-di(diphenylphosphino)-butane; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2011.06.039