dimethyl 3-exo-acetoxy-5,6-endo-bis(benzyloxy)-7-oxabicyclo<2.2.1>heptane-2,2-dicarboxylate

Base Information

• Chemical Name: dimethyl 3-exo-acetoxy-5,6-endo-bis(benzyloxy)-7-oxabicyclo<2.2.1>heptane-2,2-dicarboxylate
• CAS No.: 115479-57-7
• Molecular Formula: C₂₆H₂₈O₉
• Molecular Weight: 484.503
• Mol file: 115479-57-7.mol

Synonyms:dimethyl 3-exo-acetoxy-5,6-endo-bis(benzyloxy)-7-oxabicyclo<2.2.1>heptane-2,2-dicarboxylate

Chemical Property of dimethyl 3-exo-acetoxy-5,6-endo-bis(benzyloxy)-7-oxabicyclo<2.2.1>heptane-2,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl 3-exo-acetoxy-5,6-endo-bis(benzyloxy)-7-oxabicyclo<2.2.1>heptane-2,2-dicarboxylate

There total 5 articles about dimethyl 3-exo-acetoxy-5,6-endo-bis(benzyloxy)-7-oxabicyclo<2.2.1>heptane-2,2-dicarboxylate 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: 94.0%

dimethyl 6-exo-acetoxy-2,3-bis(benzyloxy)-7-oxabicyclo<2.2.1>hept-2-ene-5,5-dicarboxylate (115479-55-5) → dimethyl 3-exo-acetoxy-5,6-endo-bis(benzyloxy)-7-oxabicyclo<2.2.1>heptane-2,2-dicarboxylate (115479-57-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00258a013

Reference yield:

dimethyl (acetoxymethylene)malonate (88456-30-8) → dimethyl 3-exo-acetoxy-5,6-endo-bis(benzyloxy)-7-oxabicyclo<2.2.1>heptane-2,2-dicarboxylate (115479-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / neat (no solvent) / 40 °C

2: 10percentPd-C / methanol

10% palladium on active carbon; In methanol;

DOI:10.1246/cl.1987.2257

Reference yield:

3,4-bis(benzoloxy)furan (53996-40-0) → dimethyl 3-exo-acetoxy-5,6-endo-bis(benzyloxy)-7-oxabicyclo<2.2.1>heptane-2,2-dicarboxylate (115479-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / neat (no solvent) / 40 °C

2: 10percentPd-C / methanol

10% palladium on active carbon; In methanol;

DOI:10.1246/cl.1987.2257

upstream raw materials:

dimethyl 6-exo-acetoxy-2,3-bis(benzyloxy)-7-oxabicyclo<2.2.1>hept-2-ene-5,5-dicarboxylate

3,4-bis(benzoloxy)furan

dimethyl (acetoxymethylene)malonate

hydroxymethylenemalonic acid dimethyl ester

Downstream raw materials:

dimethyl <3α,4α-bis(benzyloxy)-5β-hydroxytetrahydro-2H-pyran-2β-yl>malonate

2-((2S,3S,4R,5S)-3,4-Bis-benzyloxy-5-hydroxy-tetrahydro-pyran-2-yl)-3-hydroxy-propionic acid methyl ester

3-Acetoxy-2-((2S,3S,4R,5S)-5-acetoxy-3,4-bis-benzyloxy-tetrahydro-pyran-2-yl)-propionic acid methyl ester

dimethyl <5β-acetoxy-3α,4α-bis(benzyloxy)tetrahydro-2H-pyran-2β-yl>malonate