phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside
CAS No.:1404095-53-9
Molecular Formula:C₆₂H₆₄O₁₁S
Molecular Weight:1017.25
Hs Code.:

Synonyms:phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

There total 2 articles about phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-benzyl-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: 74.0%

: 89016-59-1
2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranosyl chloride

: 127299-77-8
phenyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 1404095-53-9
phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: 2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranosyl chloride; phenyl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

With silver trifluoromethanesulfonate; In dichloromethane; toluene; at -40 ℃; for 0.75h; Inert atmosphere; Molecular sieve;
DOI:10.1039/c2ob26355f

Reference yield:

: 138181-67-6,127299-78-9
phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 1404095-53-9
phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium methylate / methanol; tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

1.2: Amberlite IR-120 (H⁺)

2.1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 0.75 h / -40 °C / Inert atmosphere; Molecular sieve

With sodium methylate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/c2ob26355f

Reference yield: 96.0%

: 1404095-53-9
phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 1404095-55-1
phenyl 3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1→2)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside; With methanol; sodium; In tetrahydrofuran; at 20 ℃; for 48h; Inert atmosphere;

In tetrahydrofuran;
DOI:10.1039/c2ob26355f