methyl (Z)-5-O-benzoyl-3-deoxy-3-C[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-α-D-penturonate

Base Information

Chemical Name:methyl (Z)-5-O-benzoyl-3-deoxy-3-C[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-α-D-penturonate
CAS No.:952058-04-7
Molecular Formula:C₂₁H₂₄O₉
Molecular Weight:420.416
Hs Code.:

Synonyms:methyl (Z)-5-O-benzoyl-3-deoxy-3-C[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-α-D-penturonate

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Chemical Property of methyl (Z)-5-O-benzoyl-3-deoxy-3-C[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-α-D-penturonate

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Technology Process of methyl (Z)-5-O-benzoyl-3-deoxy-3-C[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-α-D-penturonate

There total 5 articles about methyl (Z)-5-O-benzoyl-3-deoxy-3-C[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-α-D-penturonate 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: 88.0%

: 60480-34-4
C₁₇H₁₈O₈

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 952058-04-7
methyl (Z)-5-O-benzoyl-3-deoxy-3-C[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-α-D-penturonate

: methyl (E)-5-O-benzoyl-3-deoxy-3-C[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-α-D-penturonate

Guidance literature:: In dichloromethane; at 20 ℃; for 2.5h;
DOI:10.1002/ejoc.200700334

Reference yield:

: 6984-47-0
C₁₆H₁₆O₇

: 952058-04-7
methyl (Z)-5-O-benzoyl-3-deoxy-3-C[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-α-D-penturonate

Guidance literature:: Multi-step reaction with 3 steps

1: 8.4 g / triethylamine / 1 h / 0 °C

2: pyridinium dichromate / acetic anhydride; CH₂Cl₂ / 1 h / Heating

3: 88 percent / CH₂Cl₂ / 2.5 h / 20 °C

With dipyridinium dichromate; triethylamine; In dichloromethane; acetic anhydride; 3: Wittig olefination;
DOI:10.1002/ejoc.200700334

Reference yield:

: 59957-59-4
methyl 5-O-benzoyl-1,2-O-isopropylidene-α-D-glucuronate

: 952058-04-7
methyl (Z)-5-O-benzoyl-3-deoxy-3-C[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-α-D-penturonate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridinium dichromate / acetic anhydride; CH₂Cl₂ / 1 h / Heating

2: 88 percent / CH₂Cl₂ / 2.5 h / 20 °C

With dipyridinium dichromate; In dichloromethane; acetic anhydride; 2: Wittig olefination;
DOI:10.1002/ejoc.200700334