methyl (allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate

Base Information

Chemical Name:methyl (allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate
CAS No.:1327153-97-8
Molecular Formula:C₂₆H₂₈O₁₀
Molecular Weight:500.502
Hs Code.:

Synonyms:methyl (allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate

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Chemical Property of methyl (allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate

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Technology Process of methyl (allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate

There total 4 articles about methyl (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: 97.0%

: 1327153-96-7
methyl (allyl 7,8-di-O-benzoyl-4,5-O-isopropylidene-3-deoxy-α-D-manno-2-octulopyranoside)onate

: 1327153-97-8
methyl (allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate

Guidance literature:: With water; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/j.tet.2011.06.039

Reference yield:

: C₂₆H₃₀O₁₁

: 1327153-97-8
methyl (allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate

Guidance literature:: Multi-step reaction with 3 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

With thionyl chloride; 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:

: C₂₆H₂₈O₉

: 1327153-97-8
methyl (allyl 7,8-di-O-benzoyl-3-deoxy-α-D-manno-2-octulopyranoside)onate

Guidance literature:: Multi-step reaction with 4 steps

1.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 20 h / 0 °C

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

2.2: 0.5 h / -78 °C

2.3: 3 h / 0 - 20 °C

3.1: 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / tetrahydrofuran / 23 h / Inert atmosphere; Reflux

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

With osmium(VIII) oxide; thionyl chloride; water; 4-methylmorpholine N-oxide; triethylamine; 1,4-di(diphenylphosphino)-butane; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1016/j.tet.2011.06.039