methyl 4,6-O-benzylidene-α-D-arabino-hexopyranoside-2-ulose Z-oxime

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-α-D-arabino-hexopyranoside-2-ulose Z-oxime
• CAS No.: 651736-08-2
• Molecular Formula: C₁₄H₁₇NO₆
• Molecular Weight: 295.292
• Mol file: 651736-08-2.mol

Synonyms:methyl 4,6-O-benzylidene-α-D-arabino-hexopyranoside-2-ulose Z-oxime

Chemical Property of methyl 4,6-O-benzylidene-α-D-arabino-hexopyranoside-2-ulose Z-oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4,6-O-benzylidene-α-D-arabino-hexopyranoside-2-ulose Z-oxime

There total 2 articles about methyl 4,6-O-benzylidene-α-D-arabino-hexopyranoside-2-ulose Z-oxime 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: 46.0%

methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (128657-58-9) → methyl 4,6-O-benzylidene-α-D-arabino-hexopyranoside-2-ulose Z-oxime (651736-08-2)

Guidance literature:

With sodium tungstate; dihydrogen peroxide; sodium hydrogencarbonate; In methanol; water; at 20 ℃; for 34h;

DOI:10.1016/j.tetasy.2004.11.049

Reference yield:

methyl 2-N-acetylamido-4,6-O-benzylidene-2-deoxy-D-glucopyranoside → methyl 4,6-O-benzylidene-α-D-arabino-hexopyranoside-2-ulose Z-oxime (651736-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / ethanol / 4 h / Heating

2: 46 percent / hydrogen peroxide; sodium tungstate dihydrate; sodium hydrogen carbonate / methanol; H₂O / 34 h / 20 °C

With potassium hydroxide; sodium tungstate; dihydrogen peroxide; sodium hydrogencarbonate; In methanol; ethanol; water;

DOI:10.1016/j.tetasy.2004.11.049

Reference yield: 36.0%

methyl 4,6-O-benzylidene-α-D-arabino-hexopyranoside-2-ulose Z-oxime (651736-08-2) → methyl 2-amino-2-deoxy-4,6-O-(phenylmethylene)-α-D-mannopyranoside (116561-28-5) + methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (128657-58-9)

Guidance literature:

With lithium aluminium tetrahydride; sulfuric acid; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1016/j.tetasy.2004.11.049

upstream raw materials:

methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

methyl 2-amino-2-deoxy-4,6-O-(phenylmethylene)-α-D-mannopyranoside

methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

methyl 4,6-O-benzylidene-2-deoxy-2-(4-morpholinyl)-α-D-ribo-hexopyranoside-3-ulose

methyl 4,6-O-benzylidene-2-deoxy-2-(4-morpholinyl)-α-D-glucopyranoside