methyl 2,4-di-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-6-O-benzyl-β-D-mannopyranoside

Base Information

Chemical Name:methyl 2,4-di-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-6-O-benzyl-β-D-mannopyranoside
CAS No.:801291-72-5
Molecular Formula:C₃₂H₄₂O₁₇
Molecular Weight:698.675
Hs Code.:

Synonyms:methyl 2,4-di-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-6-O-benzyl-β-D-mannopyranoside

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Chemical Property of methyl 2,4-di-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-6-O-benzyl-β-D-mannopyranoside

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Technology Process of methyl 2,4-di-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-6-O-benzyl-β-D-mannopyranoside

There total 7 articles about methyl 2,4-di-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-6-O-benzyl-β-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: 88.0%

: 108-24-7
acetic anhydride

: 801291-70-3
methyl 2-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-6-O-benzyl-β-D-mannopyranoside

: 801291-72-5
methyl 2,4-di-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-6-O-benzyl-β-D-mannopyranoside

Guidance literature:: In pyridine; at 20 ℃;
DOI:10.1016/j.carres.2004.08.007

Reference yield:

: 73415-91-5
methyl 3,4,6-tri-O-benzyl-β-D-mannopyranoside

: 801291-72-5
methyl 2,4-di-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-6-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / pyridine / 20 °C

2: 100 percent / H₂; AcOH / 10 percent Pd/C / methanol / 12 h

3: 56 percent / p-TsOH / dimethylformamide / 12 h / 20 °C

4: 73 percent / boron trifluoride diethyl etherate / CH₂Cl₂ / 4 h / -40 - 0 °C

5: 57 percent / trimethylamine borane; 4 Angstroem molecular sieves; aluminum trichloride / CH₂Cl₂; diethyl ether / 1.5 h / 0 °C

6: 88 percent / pyridine / 20 °C

With aluminium trichloride; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; trimethylamine borane; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In pyridine; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.08.007

Reference yield:

: 80585-61-1
methyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-mannopyranoside

: 801291-72-5
methyl 2,4-di-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-6-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / H₂; AcOH / 10 percent Pd/C / methanol / 12 h

2: 56 percent / p-TsOH / dimethylformamide / 12 h / 20 °C

3: 73 percent / boron trifluoride diethyl etherate / CH₂Cl₂ / 4 h / -40 - 0 °C

4: 57 percent / trimethylamine borane; 4 Angstroem molecular sieves; aluminum trichloride / CH₂Cl₂; diethyl ether / 1.5 h / 0 °C

5: 88 percent / pyridine / 20 °C

With aluminium trichloride; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; trimethylamine borane; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In pyridine; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.08.007