1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose

Base Information

Chemical Name:1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose
CAS No.:881198-69-2
Molecular Formula:C₅₄H₅₄O₁₁
Molecular Weight:879.016
Hs Code.:

Synonyms:1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose

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Chemical Property of 1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose

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Technology Process of 1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose

There total 4 articles about 1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose 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: 63.0%

: 1370590-24-1
2-allylphenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside

: 334834-19-4
1,6-anhydro-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside

: 881198-69-2
1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose

Guidance literature:: With silver trifluoromethanesulfonate; Iodine monochloride; In dichloromethane; at 0 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.carres.2012.01.022

Reference yield:

: C₁₅H₂₀O₆

: 881198-69-2
1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 10 h / 0 - 20 °C

2: silver trifluoromethanesulfonate; Iodine monochloride / dichloromethane / 0 °C / Inert atmosphere

With silver trifluoromethanesulfonate; Iodine monochloride; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.carres.2012.01.022

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-Mannose pentaacetate

: 881198-69-2
1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: boron trifluoride diethyl etherate; triethylamine / dichloromethane / 36 h / 0 - 20 °C / Inert atmosphere

2: sodium methylate / methanol / 4 h / 20 °C / Inert atmosphere

3: sodium hydride / N,N-dimethyl-formamide; mineral oil / 10 h / 0 - 20 °C

4: silver trifluoromethanesulfonate; Iodine monochloride / dichloromethane / 0 °C / Inert atmosphere

With boron trifluoride diethyl etherate; sodium methylate; silver trifluoromethanesulfonate; Iodine monochloride; sodium hydride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil; 2: Zemplen deacetylation;
DOI:10.1016/j.carres.2012.01.022