2,3:4,5-di-O-isopropylidene-β-D-arabinohexos-2-ulo-2,6-pyranose benzoylhydrazone

Base Information

• Chemical Name: 2,3:4,5-di-O-isopropylidene-β-D-arabinohexos-2-ulo-2,6-pyranose benzoylhydrazone
• CAS No.: 1264213-75-3
• Molecular Formula: C₁₉H₂₄N₂O₆
• Molecular Weight: 376.409

Synonyms:2,3:4,5-di-O-isopropylidene-β-D-arabinohexos-2-ulo-2,6-pyranose benzoylhydrazone

Chemical Property of 2,3:4,5-di-O-isopropylidene-β-D-arabinohexos-2-ulo-2,6-pyranose benzoylhydrazone

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Technology Process of 2,3:4,5-di-O-isopropylidene-β-D-arabinohexos-2-ulo-2,6-pyranose benzoylhydrazone

There total 2 articles about 2,3:4,5-di-O-isopropylidene-β-D-arabinohexos-2-ulo-2,6-pyranose benzoylhydrazone 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: 83.0%

2,3:4,5-bis-O-(isopropylidene)-D-fructopyranose aldehyde (32786-02-0) + benzoic acid hydrazide (613-94-5) → 2,3:4,5-di-O-isopropylidene-β-D-arabinohexos-2-ulo-2,6-pyranose benzoylhydrazone (1264213-75-3)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.3998/ark.5550190.0012.712

Reference yield:

2,3;4,5-di-O-isopropylidene-β-D-fructopyranose (20880-92-6) → 2,3:4,5-di-O-isopropylidene-β-D-arabinohexos-2-ulo-2,6-pyranose benzoylhydrazone (1264213-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 5 h / Reflux

2: dichloromethane / 20 °C

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; ethyl acetate;

DOI:10.3998/ark.5550190.0012.712

Reference yield: 85.0%

2,3:4,5-di-O-isopropylidene-β-D-arabinohexos-2-ulo-2,6-pyranose benzoylhydrazone (1264213-75-3) + acetic anhydride (108-24-7) → 5'S-1-(N-acetyl-2'-phenyl-4',5'-dihydro-1',3',4'-oxadiazol)-5'-yl-1,2:3,4-di-O-isopropylidene-β-D-arabinopyranose (1264213-79-7)

Guidance literature:

With pyridine; for 2h; Reflux;

DOI:10.3998/ark.5550190.0012.712

upstream raw materials:

2,3;4,5-di-O-isopropylidene-β-D-fructopyranose

2,3:4,5-bis-O-(isopropylidene)-D-fructopyranose aldehyde

benzoic acid hydrazide

Downstream raw materials:

1,2:3,4-di-O-isopropylidene-1-(2'-phenyl-1',3',4'-oxadiazol)-5'-yl-β-D-arabinopyranose

5'S-1-(N-acetyl-2'-phenyl-4',5'-dihydro-1',3',4'-oxadiazol)-5'-yl-1,2:3,4-di-O-isopropylidene-β-D-arabinopyranose

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