methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-rhamnopyranosyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-rhamnopyranosyl)-α-D-glucopyranoside
• CAS No.: 116391-14-1
• Molecular Formula: C₃₃H₄₀O₁₃
• Molecular Weight: 644.673
• Mol file: 116391-14-1.mol

Synonyms:methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-rhamnopyranosyl)-α-D-glucopyranoside

Chemical Property of methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-rhamnopyranosyl)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-rhamnopyranosyl)-α-D-glucopyranoside

There total 4 articles about methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-rhamnopyranosyl)-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: 84.0%

2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide (14227-85-1) + methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (15038-71-8,15384-58-4,23392-29-2,40653-23-4,57539-07-8,76375-66-1,78185-83-8,81872-62-0,86363-45-3,90639-38-6,108739-91-9,116002-34-7,130192-76-6,131433-04-0,141115-75-5) → methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-D-rhamnopyranosyl)-α-D-glucopyranoside (116391-14-1)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; In nitromethane; dichloromethane; toluene; at -20 ℃; for 0.25h;

Reference yield: 68.0%

2-benzyl,3-hydroxy,4,6-benzylidene acetal-β-methyl galactopyranose (15038-71-8) + 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide (5158-64-5) → methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside (116391-14-1,131433-05-1,136890-31-8,137171-21-2)

Guidance literature:

With 3 A molecular sieve; mercury(II) cyanide; In acetonitrile; for 24h; Ambient temperature;

DOI:10.1016/0008-6215(90)80085-H

Reference yield: 66.0%

ethyl 2,3,4-tri-O-acetyl-1-thio-β-L-fucopyranoside (127501-41-1) + methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (76375-66-1) → Acetic acid (2R,3S,4R,5R,6S)-4,5-diacetoxy-2-((2R,4aR,6S,7R,8S,8aR)-7-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester (116391-14-1,131433-05-1,136890-31-8,137171-21-2)

Guidance literature:

With 2,4,6-trimethyl-pyridine; methyl trifluoromethanesulfonate; In acetonitrile;

upstream raw materials:

2-benzyl,3-hydroxy,4,6-benzylidene acetal-β-methyl galactopyranose

2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide

methyl 4,6-O-benzylidene-β-D-galactopyranoside

ethyl 2,3,4-tri-O-acetyl-1-thio-β-L-fucopyranoside