allyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

Base Information

• Chemical Name: allyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside
• CAS No.: 113776-63-9
• Molecular Formula: C₅₄H₆₀O₁₃
• Molecular Weight: 917.063
• Mol file: 113776-63-9.mol

Synonyms:allyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

Chemical Property of allyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

There total 8 articles about allyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside 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: 87.0%

allyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (113765-20-1) + 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl fluoride (113765-17-6) → allyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (113776-63-9) + allyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (113776-61-7)

Guidance literature:

In diethyl ether; for 4h; -20 deg C to room temperature;

DOI:10.1016/S0040-4039(00)96193-8

Reference yield:

allyl β-D-galactopyranoside (2595-07-5,821794-45-0) → allyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (113776-63-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 82.2 percent / pyridine / 2.5 h / Ambient temperature

2: 1.) 60 percent NaH / 1.) DMF, mineral oil, rt, 1 h, 2.) DMF, mineral oil, rt

3: 1.49 g / 1 percent benzenesulfonic acid / CHCl₃; methanol / 0.5 h / Ambient temperature

4: 96 percent / pyridine / 2 h / Ambient temperature

5: 1.) tris(triphenylphosphine)rhodium(I) chloride, 1,4-diazabicyclo<2.2.2>octane, 2.) HgCl₂, HgO / 1.) EtOH-benzene-H₂O, reflux, 2 d, 2.) acetone-H₂O, rt, 1 h

6: 42.7 percent / diethylaminosulfur trifluoride / tetrahydrofuran / 0.5 h / Ambient temperature

7: 8.7 percent / SnCl₂, AgClO₄, molecular sieves 4A / diethyl ether / 4 h / Ambient temperature

With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; diethylamino-sulfur trifluoride; 4 A molecular sieve; silver perchlorate; sodium hydride; benzenesulfonic acid; mercury dichloride; tin(ll) chloride; mercury(II) oxide; In tetrahydrofuran; pyridine; methanol; diethyl ether; chloroform;

DOI:10.1016/0008-6215(89)85010-4

Reference yield:

allyl 2,3-di-Ο-benzyl-β-D-galactopyranoside (97817-99-7) → allyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (113776-63-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 77.8 percent / pyridine / 2 h / Ambient temperature

2: 8.7 percent / SnCl₂, AgClO₄, molecular sieves 4A / diethyl ether / 4 h / Ambient temperature

With 4 A molecular sieve; silver perchlorate; tin(ll) chloride; In pyridine; diethyl ether;

DOI:10.1016/0008-6215(89)85010-4

upstream raw materials:

allyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl fluoride

allyl β-D-galactopyranoside

allyl 2,3-di-Ο-benzyl-β-D-galactopyranoside