methyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-3-O-benzyl-2,4-dideoxy-2,4-diiodo-α-D-galactopyranoside

Base Information

• Chemical Name: methyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-3-O-benzyl-2,4-dideoxy-2,4-diiodo-α-D-galactopyranoside
• CAS No.: 213829-02-8
• Molecular Formula: C₄₈H₄₄I₂O₁₃
• Molecular Weight: 1082.68
• Mol file: 213829-02-8.mol

Synonyms:methyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-3-O-benzyl-2,4-dideoxy-2,4-diiodo-α-D-galactopyranoside

Chemical Property of methyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-3-O-benzyl-2,4-dideoxy-2,4-diiodo-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-3-O-benzyl-2,4-dideoxy-2,4-diiodo-α-D-galactopyranoside

There total 1 articles about methyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-3-O-benzyl-2,4-dideoxy-2,4-diiodo-α-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: 90.0%

methyl 3-O-benzyl-2-deoxy-2-iodo-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside (174089-82-8) → methyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-3-O-benzyl-2,4-dideoxy-2,4-diiodo-α-D-galactopyranoside (213829-02-8)

Guidance literature:

With tri-iodoimidazole; triphenylphosphine; In toluene; at 110 ℃;

DOI:10.1016/S0008-6215(98)00107-4

Reference yield: 42.0%

methyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-3-O-benzyl-2,4-dideoxy-2,4-diiodo-α-D-galactopyranoside (213829-02-8) → methyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,4-dideoxy-α-D-threo-hexopyranoside (213829-05-1)

Guidance literature:

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; water; ethyl acetate; for 4h; under 5171.5 Torr;

DOI:10.1016/S0008-6215(98)00107-4

Reference yield:

methyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-3-O-benzyl-2,4-dideoxy-2,4-diiodo-α-D-galactopyranoside (213829-02-8) → methyl (2,6-di-O-benzoyl-3,4-dideoxy-α-D-threo-hexopyranosyl)-(1->3)-[(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)]-2,4-dideoxy-α-D-threo-hexopyranoside (213829-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / H₂, NaHCO₃ / 10percent Pd-C / ethyl acetate; methanol; H₂O / 4 h / 5171.5 Torr

2: 51 percent / silver triflate, 2,6-di-tert-butylpyridine, 4 Angstroem molecular sieves / toluene; CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-di-tert-butyl-pyridine; 4 A molecular sieve; hydrogen; silver trifluoromethanesulfonate; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate; toluene;

DOI:10.1016/S0008-6215(98)00107-4

upstream raw materials:

methyl 3-O-benzyl-2-deoxy-2-iodo-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Downstream raw materials:

methyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,4-dideoxy-α-D-threo-hexopyranoside

methyl (2,6-di-O-benzoyl-3,4-dideoxy-α-D-threo-hexopyranosyl)-(1->3)-[(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)]-2,4-dideoxy-α-D-threo-hexopyranoside