benzyl O-(2,3-di-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl O-(2,3-di-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
• CAS No.: 130450-84-9
• Molecular Formula: C₅₃H₅₆O₁₀
• Molecular Weight: 853.022
• Mol file: 130450-84-9.mol

Synonyms:benzyl O-(2,3-di-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property of benzyl O-(2,3-di-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl O-(2,3-di-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 24 articles about benzyl O-(2,3-di-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-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: 93.0%

Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (130450-82-7) → benzyl O-(2,3-di-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (130450-84-9)

Guidance literature:

With sodium methylate; In methanol; Ambient temperature;

DOI:10.1016/0008-6215(90)84242-M

Reference yield: 81.0%

Benzyl 2,3,6-tri-O-benzyl-4-O-<2,3-di-O-benzyl-4-O-(p-methoxybenzyl)-α-D-xylopyranosyl>-β-D-glucopyranoside (130450-83-8) → benzyl O-(2,3-di-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (130450-84-9)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; Ambient temperature;

DOI:10.1016/0008-6215(90)84242-M

Reference yield:

benzyl bromide (100-39-0) → benzyl O-(2,3-di-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (130450-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.)NaH / 1.)DMF, 2.)r.t.

2: 50 percent / CuBr₂, Bu₄NBr, molecular sieve 4A / 1,2-dichloro-ethane; dimethylformamide / 72 h / Ambient temperature

3: 81 percent / ceric ammonium nitrate / acetonitrile; H₂O / Ambient temperature

With ammonium cerium(IV) nitrate; 4 A molecular sieve; tetrabutylammomium bromide; sodium hydride; copper(ll) bromide; In water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/0008-6215(90)84242-M

upstream raw materials:

Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Benzyl 2,3,6-tri-O-benzyl-4-O-<2,3-di-O-benzyl-4-O-(p-methoxybenzyl)-α-D-xylopyranosyl>-β-D-glucopyranoside

Methyl 2,3,4-tri-O-acetyl-1-thio-β-D-xylopyranoside

Methyl 1-thio-β-D-xylopyranoside

Downstream raw materials:

benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(2,3-di-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(2,3-di-O-benzyl-α-D-xylopyranosyl)-(1->4)-O-(2,3-di-O-benzyl-α-D-xylopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside