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

Base Information

• Chemical Name: benzyl O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside
• CAS No.: 120316-22-5
• Molecular Formula: C₅₉H₆₆O₁₂
• Molecular Weight: 967.166
• Mol file: 120316-22-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about benzyl O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-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:

(2S,3R,4S,5R,6R)-2-((3aR,5R,6S,7S,7aR)-2-Benzyloxy-7-hydroxy-5-hydroxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (120424-66-0) → benzyl O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (120316-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Bu₂SnO; 2.) Bu₄NBr / 1.) toluene, THF; 2.) THF

With tetrabutylammomium bromide; di(n-butyl)tin oxide;

DOI:10.1016/S0040-4039(00)80426-8

Reference yield: 86.0%

benzyl O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (120316-22-5) + methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (79528-48-6) → C79H85NO21 (120424-68-2)

Guidance literature:

With tetrabutylammomium bromide; silver trifluoromethanesulfonate; copper(ll) bromide;

DOI:10.1016/S0040-4039(00)80426-8

Reference yield: 54.0%

benzyl O-(2,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (120316-22-5) + C69H71Cl3N2O19 (162635-37-2) → C126H135NO30 + C67H69NO18

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -38 ℃;

DOI:10.1016/0008-6215(94)00264-9

upstream raw materials:

(2S,3R,4S,5R,6R)-2-((3aR,5R,6S,7S,7aR)-2-Benzyloxy-7-hydroxy-5-hydroxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Downstream raw materials:

C₇₉H₈₅NO₂₁

C₁₃₁H₁₃₉NO₂₉

C₇₂H₇₃NO₁₇