benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside
• CAS No.: 156165-57-0
• Molecular Formula: C₇₈H₈₇NO₂₅
• Molecular Weight: 1438.54
• Mol file: 156165-57-0.mol

Synonyms:benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Chemical Property of benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-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-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

There total 2 articles about benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-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:

methyl (methyl 4,7,8,9-tetra-O-acetyl-5-phthalimido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate (156159-48-7) → (4S,5R,6R)-4-Acetoxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester + benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (156165-57-0) + benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-β-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:

With Phenylselenyl chloride; 4 A molecular sieve; silver trifluoromethanesulfonate; benzyl O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside; Yield given. Multistep reaction. Yields of byproduct given; 1.) EtCN, 20 deg C, 3 h, 2.) EtCN, -50 deg C, 1 h;

DOI:10.1016/0008-6215(94)00155-3

Reference yield:

benzyl O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (123170-18-3) + methyl (methyl 4,7,8,9-tetra-O-acetyl-5-phthalimido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate (156159-48-7) → (4S,5R,6R)-4-Acetoxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester + benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (156165-57-0) + benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-β-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:

With Phenylselenyl chloride; 4 A molecular sieve; silver trifluoromethanesulfonate; Yield given. Multistep reaction. Yields of byproduct given; 1.) EtCN, 20 deg C, 3 h, 2.) EtCN, -50 deg C, 1 h;

DOI:10.1016/0008-6215(94)00155-3

Reference yield: 76.0%

acetic anhydride (108-24-7) + benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (156165-57-0) → benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:

With dmap; at 20 ℃; for 17h;

DOI:10.1016/0008-6215(94)00155-3

upstream raw materials:

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

methyl (methyl 4,7,8,9-tetra-O-acetyl-5-phthalimido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate