methyl 2,4,6-tri-O-benzyl-3-O-(2-O-benzyl-α-L-fucopyranosyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,4,6-tri-O-benzyl-3-O-(2-O-benzyl-α-L-fucopyranosyl)-α-D-glucopyranoside
• CAS No.: 87735-50-0
• Molecular Formula: C₄₁H₄₈O₁₀
• Molecular Weight: 700.826
• Mol file: 87735-50-0.mol

Synonyms:methyl 2,4,6-tri-O-benzyl-3-O-(2-O-benzyl-α-L-fucopyranosyl)-α-D-glucopyranoside

Chemical Property of methyl 2,4,6-tri-O-benzyl-3-O-(2-O-benzyl-α-L-fucopyranosyl)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,4,6-tri-O-benzyl-3-O-(2-O-benzyl-α-L-fucopyranosyl)-α-D-glucopyranoside

There total 1 articles about methyl 2,4,6-tri-O-benzyl-3-O-(2-O-benzyl-α-L-fucopyranosyl)-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:

(2R,3S,4S,5R,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-ol (35303-86-7) + 2-O-benzyl-3,4-di-O-(p-nitrobenzoyl)-α-L-fucopyranosyl bromide (37813-15-3) → methyl 2,4,6-tri-O-benzyl-3-O-(2-O-benzyl-α-L-fucopyranosyl)-α-D-glucopyranoside (87735-50-0)

Guidance literature:

With sodium methylate; mercury(II) cyanide; Yield given. Multistep reaction; 1.) nitromethane-benzene, 18 h, room temp., 2.) chloroform-methanol;

DOI:10.1016/0008-6215(83)84046-4

Reference yield: 82.0%

benzyl bromide (100-39-0) + methyl 2,4,6-tri-O-benzyl-3-O-(2-O-benzyl-α-L-fucopyranosyl)-α-D-glucopyranoside (87735-50-0) → methyl 2,4,6-tri-O-benzyl-3-O-(2,3-di-O-benzyl-α-L-fucopyranosyl)-α-D-glucopyranoside (87735-51-1)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; In benzene; Heating;

DOI:10.1016/0008-6215(83)84046-4

Reference yield:

methyl 2,4,6-tri-O-benzyl-3-O-(2-O-benzyl-α-L-fucopyranosyl)-α-D-glucopyranoside (87735-50-0) → Acetic acid (2S,3R,4R,5S,6S)-4,5-bis-benzyloxy-6-((2R,3R,4S,5R,6S)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / dibutyltin oxide, tetrabutylammonium iodide / benzene / Heating

2: pyridine

With pyridine; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; In benzene;

DOI:10.1016/0008-6215(83)84046-4

upstream raw materials:

(2R,3S,4S,5R,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-ol

2-O-benzyl-3,4-di-O-(p-nitrobenzoyl)-α-L-fucopyranosyl bromide

Downstream raw materials:

methyl 2,4,6-tri-O-benzyl-3-O-(2,3-di-O-benzyl-α-L-fucopyranosyl)-α-D-glucopyranoside

methyl O-β-D-galactopyranosyl-(1->4)-O-(α-L-fucopyranosyl)-(1->4)-O-(2,3-di-O-benzyl-α-L-fucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-glucopyranoside

methyl O-β-D-galactopyranosyl-(1->4)-O-(β-L-fucopyranosyl)-(1->4)-O-(2,3-di-O-benzyl-α-L-fucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-glucopyranoside