methyl 4,6-O-benzylidene-2,3-di-O-methyl-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2,3-di-O-methyl-α-D-mannopyranoside
• CAS No.: 120200-50-2
• Molecular Formula: C₁₆H₂₂O₆
• Molecular Weight: 310.347
• Mol file: 120200-50-2.mol

Synonyms:methyl 4,6-O-benzylidene-2,3-di-O-methyl-α-D-mannopyranoside

Chemical Property of methyl 4,6-O-benzylidene-2,3-di-O-methyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4,6-O-benzylidene-2,3-di-O-methyl-α-D-mannopyranoside

There total 51 articles about methyl 4,6-O-benzylidene-2,3-di-O-methyl-α-D-mannopyranoside 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: 98.2%

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) + methyl iodide (74-88-4) → methyl 4,6-O-benzylidene-2,3-di-O-methyl-α,D-glucopyranoside (3013-58-9,3051-89-6,4261-46-5,6748-99-8,13035-20-6,13502-46-0,22893-88-5,35311-32-1,53767-28-5,56586-53-9,56586-54-0,69744-11-2,94480-09-8,120200-48-8,120200-49-9,120200-50-2,120200-52-4)

Guidance literature:

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 1h;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2017.06.008

Reference yield: 95.0%

methyl 4,6-O-benzylidene-α-D-glucopyranoside (3162-96-7) + methyl iodide (74-88-4) → methyl 4,6-O-benzylidene-2,3-di-O-methyl-α-D-glucopyranoside (3013-58-9,3051-89-6,4261-46-5,6748-99-8,13035-20-6,13502-46-0,22893-88-5,35311-32-1,53767-28-5,56586-53-9,56586-54-0,69744-11-2,94480-09-8,120200-48-8,120200-49-9,120200-50-2,120200-52-4)

Guidance literature:

methyl 4,6-O-benzylidene-α-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 1.33333h;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 20.5h;

DOI:10.1021/ja402319m

Reference yield: 88.0%

methyl 4,6-O-benzylidene-α-D-glucopyranoside (3162-96-7) + methyl iodide (74-88-4) → methyl 4,6-O-benzylidene-2,3-di-O-methyl-α,D-glucopyranoside (3013-58-9,3051-89-6,4261-46-5,6748-99-8,13035-20-6,13502-46-0,22893-88-5,35311-32-1,53767-28-5,56586-53-9,56586-54-0,69744-11-2,94480-09-8,120200-48-8,120200-49-9,120200-50-2,120200-52-4)

Guidance literature:

methyl 4,6-O-benzylidene-α-D-glucopyranoside; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.333333h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 16h;

upstream raw materials:

methyl-4,6-O-phenylmethylene-α-D-mannopyranoside

methyl iodide

Methyl 2,3-anhydro-4,6-O-(phenylmethylene)-β-D-allopyranoside

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

Downstream raw materials:

Benzoic acid (2R,3R,4S,5S,6S)-3-hydroxy-4,5,6-trimethoxy-tetrahydro-pyran-2-ylmethyl ester

Benzoic acid (2R,3R,4S,5S,6S)-2-hydroxymethyl-4,5,6-trimethoxy-tetrahydro-pyran-3-yl ester

methyl 6-O-benzoyl-2,3-di-O-methyl-α-D-glucopyranoside

methyl 4-O-benzoyl-2,3-di-O-methyl-α-D-glucopyranoside