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

Base Information

• Chemical Name: methyl 4,6-di-O-benzylidene-2,3-di-O-tosyl-α-D-glucopyranoside
• CAS No.: 65556-00-5
• Molecular Formula: C₂₈H₃₀O₁₀S₂
• Molecular Weight: 590.672
• Mol file: 65556-00-5.mol

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

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

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 15 articles about methyl 4,6-di-O-benzylidene-2,3-di-O-tosyl-α-D-glucopyranoside 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: 100.0%

p-toluenesulfonyl chloride (98-59-9) + 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 4,6-di-O-benzylidene-2,3-di-O-tosyl-α-D-glucopyranoside (65556-00-5)

Guidance literature:

With pyridine; at 20 ℃; for 72h;

DOI:10.1016/j.bmcl.2011.10.005

Reference yield: 87.0%

benzaldehyde dimethyl acetal (1125-88-8) + p-toluenesulfonyl chloride (98-59-9) + methyl beta-D-galactopyranoside (1824-94-8) → methyl 4,6-O-benzylidene-β-D-galactopyranoside 2,3-di-O-p-toluenesulfonate (6748-86-3,6884-01-1,6988-45-0,15384-63-1,30010-02-7,32976-12-8,32976-13-9,65530-22-5,65530-24-7,65530-25-8,65556-00-5,69651-81-6,86420-66-8,86420-75-9,99265-93-7,99265-97-1,103772-99-2)

Guidance literature:

benzaldehyde dimethyl acetal; methyl beta-D-galactopyranoside; With camphor-10-sulfonic acid; In N,N-dimethyl-formamide;

p-toluenesulfonyl chloride; With pyridine;

DOI:10.1021/jo300764k

Reference yield: 83.0%

p-toluenesulfonyl chloride (98-59-9) + methyl 4,6-O-(S)-benzylidene-β-D-galactopyranoside (71117-36-7) → methyl 4,6-O-benzylidene-β-D-galactopyranoside 2,3-di-O-p-toluenesulfonate (6748-86-3,6884-01-1,6988-45-0,15384-63-1,30010-02-7,32976-12-8,32976-13-9,65530-22-5,65530-24-7,65530-25-8,65556-00-5,69651-81-6,86420-66-8,86420-75-9,99265-93-7,99265-97-1,103772-99-2) + methyl 4,6-O-benzylidene-β-D-galactopyranoside 2-O-p-toluenesulfonate (86420-69-1) + methyl 4,6-O-benzylidene-β-D-galactopyranoside 3-O-p-toluenesulfonate (86470-08-8)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; for 1.5h;

upstream raw materials:

p-toluenesulfonyl chloride

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

D-glucose

methyl-alpha-D-glucopyranoside

Downstream raw materials:

methyl 4,6-O-benzylidene-3-O-(p-tolylsulfonyl)-α-D-glucopyranoside

methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside

methyl-[O⁴,O⁶-((R)-ethylidene)-O²,O³-bis-(toluene-4-sulfonyl)-α-D-glucopyranoside]

methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside