methyl 16-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyloxy)-hexadecanoate

Base Information

• Chemical Name: methyl 16-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyloxy)-hexadecanoate
• CAS No.: 859512-36-0
• Molecular Formula: C₅₁H₆₀O₁₂
• Molecular Weight: 865.03
• Mol file: 859512-36-0.mol

Synonyms:methyl 16-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyloxy)-hexadecanoate

Chemical Property of methyl 16-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyloxy)-hexadecanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 16-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyloxy)-hexadecanoate

There total 3 articles about methyl 16-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyloxy)-hexadecanoate 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: 58.0%

16-hydroxyhexadecanoic acid methyl ester (36575-67-4) + methyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside (104707-00-8) → methyl 16-benzoyloxyhexadecanoate + methyl 16-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyloxy)-hexadecanoate (859512-36-0)

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/j.carres.2005.04.004

Reference yield: 55.0%

16-hydroxyhexadecanoic acid methyl ester (36575-67-4) + 2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate (149707-75-5) → methyl 16-benzoyloxyhexadecanoate + methyl 16-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyloxy)-hexadecanoate (859512-36-0)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1016/j.carres.2005.04.004

Reference yield:

16-hydroxyhexadecanoic acid (506-13-8) → methyl 16-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyloxy)-hexadecanoate (859512-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / p-toluenesulfonic acid monohydrate / 16 h / 20 °C

2: AgOTf; NIS / CH₂Cl₂

With N-iodo-succinimide; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1016/j.carres.2005.04.004

upstream raw materials:

16-hydroxyhexadecanoic acid methyl ester

methyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate

16-hydroxyhexadecanoic acid