ethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: ethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside
• CAS No.: 1312425-28-7
• Molecular Formula: C₄₃H₄₆O₁₇S
• Molecular Weight: 866.894

Synonyms:ethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside

Chemical Property of ethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside

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Technology Process of ethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside

There total 2 articles about ethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside 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: 78.0%

C29H28O11 + ethyl 2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside → ethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside (1312425-28-7) + 4-iodo-3-phenyl-1H-isochromen-1-one (118520-78-8)

Guidance literature:

With iodine; In acetonitrile; at 25 ℃; chemoselective reaction;

DOI:10.1016/j.tetlet.2012.11.101

Reference yield:

ethyl 2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside + acetobromomannose (13242-53-0) → ethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside (1312425-28-7)

Guidance literature:

With silver trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 0.25h; chemoselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.tet.2011.03.109

Reference yield:

benzyl 4-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside (1312425-26-5) + ethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside-(1->6)-2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside (1312425-28-7) → benzyl 3-O-(2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl)-4-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside (1312425-29-8)

Guidance literature:

With N-iodo-succinimide; In dichloromethane; at -20 ℃; for 0.333333h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.03.109

upstream raw materials:

acetobromomannose

Downstream raw materials:

benzyl 3-O-(2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl)-4-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

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