phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside
CAS No.:952102-77-1
Molecular Formula:C₆₇H₆₈O₁₀S
Molecular Weight:1065.34
Hs Code.:

Synonyms:phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

There total 4 articles about phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3,6-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:

: 952102-83-9
phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside

: 100-39-0
benzyl bromide

: 952102-77-1
phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1002/ejoc.200700347

Reference yield:

: 952102-73-7
phenyl 2,3-di-O-benzyl-6-O-pentafluorobenzoyl-1-thio-α-D-mannopyranoside

: 952102-77-1
phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 68 percent / NIS; TESOTf / diethyl ether / 0.58 h / -20 °C

2.1: sodium / methanol / 0.33 h / 50 °C

2.2: 0.72 g / Amberlite IR-120 resin / methanol / 0.17 h / 20 °C

3.1: 0.61 g / Bu₄NI; NaH / dimethylformamide / 16 h / 20 °C

With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200700347

Reference yield:

: 952102-74-8
phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-pentafluorobenzoyl-1-thio-α-D-mannopyranoside

: 952102-77-1
phenyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium / methanol / 0.33 h / 50 °C

1.2: 0.72 g / Amberlite IR-120 resin / methanol / 0.17 h / 20 °C

2.1: 0.61 g / Bu₄NI; NaH / dimethylformamide / 16 h / 20 °C

With sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200700347