benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Base Information

• Chemical Name: benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside
• CAS No.: 93661-22-4
• Molecular Formula: C₄₅H₅₂O₁₂
• Molecular Weight: 784.901
• Mol file: 93661-22-4.mol

Synonyms:benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Chemical Property of benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

There total 8 articles about benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-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: 92.0%

benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-β-D-galactopyranoside (93661-21-3) → benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside (93661-22-4)

Guidance literature:

With sodium methylate; In methanol; for 5h; Ambient temperature;

DOI:10.1016/0008-6215(84)85204-0

Reference yield:

benzyl 2,3-di-O-benzyl-4,6-ol-β-D-galactopyranoside (74801-06-2) → benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside (93661-22-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / tetrabutylammonium hydrogensulfate, 5 percent sodium hydroxide / CH₂Cl₂ / 10 h / Heating

2: 87 percent / mercuric cyanide / benzene; nitromethane / 16 h / 45 °C

3: 92 percent / M sodium methoxide / methanol / 5 h / Ambient temperature

With sodium hydroxide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; mercury(II) cyanide; In methanol; nitromethane; dichloromethane; benzene;

DOI:10.1016/0008-6215(84)85204-0

Reference yield:

Benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside (57783-81-0) → benzyl 4-O-(2-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside (93661-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / mercuric cyanide / benzene; nitromethane / 16 h / 45 °C

2: 92 percent / M sodium methoxide / methanol / 5 h / Ambient temperature

With sodium methylate; mercury(II) cyanide; In methanol; nitromethane; benzene;

DOI:10.1016/0008-6215(84)85204-0

upstream raw materials:

benzyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-glucopyranosyl)-β-D-galactopyranoside

benzyl 2,3-di-O-benzyl-4,6-ol-β-D-galactopyranoside

Benzyl 2,3,6-tri-O-benzyl-β-D-galactopyranoside

(3aR,5R,6S,6aR)-6-(allyloxy)-5-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole

Downstream raw materials:

benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->2)-O-(3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

benzyl O-β-D-glucopyranosyl-(1->2)-O-(3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranoside

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

benzyl 4-O-(2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-β-D-galactopyranoside