methyl (2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Base Information

• Chemical Name: methyl (2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside
• CAS No.: 1220286-27-0
• Molecular Formula: C₄₈H₅₂O₁₀
• Molecular Weight: 788.935
• Mol file: 1220286-27-0.mol

Synonyms:methyl (2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Chemical Property of methyl (2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

There total 5 articles about methyl (2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-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: 90.0%

benzyl bromide (100-39-0) + methyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside → methyl (2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (1220286-27-0)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1080/07328300903477804

Reference yield:

C27H29ClO4 + methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (76375-66-1) → methyl (2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (1220286-27-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; lithium iodide; In chloroform; at 45 ℃; for 24h;

DOI:10.1039/d1sc01300a

Reference yield:

2,3,4-tri-O-benzyl-L-rhamnopyranose (210426-02-1) → methyl (2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (1220286-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Triphenylphosphine oxide; oxalyl dichloride / chloroform / 1 h / 20 °C

2: lithium iodide; N-ethyl-N,N-diisopropylamine / chloroform / 24 h / 45 °C

With oxalyl dichloride; N-ethyl-N,N-diisopropylamine; Triphenylphosphine oxide; lithium iodide; In chloroform;

DOI:10.1039/d1sc01300a

upstream raw materials:

ethyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

benzyl bromide

methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

2,3,4-tri-O-benzyl-L-rhamnopyranose

Downstream raw materials:

methyl (2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-benzyl-α-D-glucopyranoside