methyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-α-D-allopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-α-D-allopyranoside
• CAS No.: 1291090-59-9
• Molecular Formula: C₂₀H₂₃NO₇
• Molecular Weight: 389.405
• Mol file: 1291090-59-9.mol

Synonyms:methyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-α-D-allopyranoside

Chemical Property of methyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-α-D-allopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-α-D-allopyranoside

There total 5 articles about methyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-α-D-allopyranoside 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:

C20H25NO8 → methyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-α-D-allopyranoside (1291090-59-9)

Guidance literature:

With triethylamine; In methanol; at 60 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.carres.2011.01.017

Reference yield:

methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-allopyranoside (651736-01-5) → methyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-α-D-allopyranoside (1291090-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 0.33 h / 20 °C / Inert atmosphere

2: triethylamine / methanol / 4 h / 60 °C / Inert atmosphere

With triethylamine; In methanol;

DOI:10.1016/j.carres.2011.01.017

Reference yield:

Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-ribo-hexopyranosid-3-ulose (99679-75-1) → methyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-α-D-allopyranoside (1291090-59-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C / Inert atmosphere

1.2: pH 7 / Inert atmosphere

2.1: potassium hydroxide / 1,4-dioxane; ethyl methyl ether / 20 - 120 °C / Inert atmosphere

3.1: methanol / 0.33 h / 20 °C / Inert atmosphere

4.1: triethylamine / methanol / 4 h / 60 °C / Inert atmosphere

With sodium tetrahydroborate; triethylamine; potassium hydroxide; In 1,4-dioxane; methanol; ethyl methyl ether;

DOI:10.1016/j.carres.2011.01.017

upstream raw materials:

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

Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-glucopyranosid

Methyl-4,6-O-benzyliden-2-desoxy-2-<(methoxycarbonyl)amino>-α-D-ribo-hexopyranosid-3-ulose

methyl 4,6-O-benzylidene-2-deoxy-2-(methoxycarbonylamino)-α-D-allopyranoside

Downstream raw materials:

methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-deoxy-2-dimethylmaleimido-4,6-O-benzylidene-α-D-allopyranoside

methyl 6-O-benzyl-2-deoxy-2-dimethylmaleimido-α-D-allopyranoside