benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosid

Base Information

• Chemical Name: benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosid
• CAS No.: 94926-43-9
• Molecular Formula: C₄₉H₅₇NO₂₅
• Molecular Weight: 1059.98
• Mol file: 94926-43-9.mol

Synonyms:benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosid

Chemical Property of benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosid

There total 3 articles about benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosid 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: 53.0%

benzyl O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (18404-75-6) + 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside (81704-02-1) → benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosid (94926-43-9)

Guidance literature:

With 4 A molecular sieve; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; 1.) 20 deg C, 1 h; 2.) 36 h;

DOI:10.1016/0008-6215(85)85148-X

Reference yield:

phthalic anhydride (85-44-9) → benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosid (94926-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂; 2.) Et₃N / 1.) 10percent Pd/C / 1.) ethyl acetate, 72 h; 2.) ethyl acetate, 50 deg C, 3 h; 3.) pyridine, 20 deg C, 18 h

2: 53 percent / molecular sieves 4A / trimethylsilyl triflate / CH₂Cl₂ / 1.) 20 deg C, 1 h; 2.) 36 h

With 4 A molecular sieve; hydrogen; triethylamine; palladium on activated charcoal; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/0008-6215(85)85148-X

Reference yield:

Acetic acid (2S,3R,4R,5R,6R)-2,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-4-yl ester → benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-galactopyranosyl)-(1-3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosid (94926-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂; 2.) Et₃N / 1.) 10percent Pd/C / 1.) ethyl acetate, 72 h; 2.) ethyl acetate, 50 deg C, 3 h; 3.) pyridine, 20 deg C, 18 h

2: 53 percent / molecular sieves 4A / trimethylsilyl triflate / CH₂Cl₂ / 1.) 20 deg C, 1 h; 2.) 36 h

With 4 A molecular sieve; hydrogen; triethylamine; palladium on activated charcoal; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/0008-6215(85)85148-X

upstream raw materials:

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

1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

phthalic anhydride

Downstream raw materials:

benzyl-O-(3,4,6-tri-O-acetyl-2-desoxy-2-phtalimido-β-D-galactopyranosyl)-(1-3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosid