octyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:octyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside
CAS No.:849465-36-7
Molecular Formula:C₆₂H₇₄O₁₀
Molecular Weight:979.264
Hs Code.:

Synonyms:octyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of octyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of octyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

There total 9 articles about octyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl-(1->6)-2,3,4-tri-O-benzyl-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: 61.0%

: 849465-35-6
octyl 3,4,6-tri-O-benzyl-2-O-(methylthio)thiocarbonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 849465-36-7
octyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 2h; Heating;
DOI:10.1016/j.bmc.2004.11.027

Reference yield:

: 849465-30-1
octyl 6-O-triphenylmethyl-α-D-mannopyranoside

: 849465-36-7
octyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 79 percent / sodium hydride / dimethylformamide / 0 - 20 °C

2.1: 92 percent / p-toluenesulfonic acid / CH₂Cl₂; methanol / 0.75 h / 20 °C

3.1: 86 percent / N-iodosuccinimide; silver triflate / CH₂Cl₂ / -40 - 0 °C

4.1: 96 percent / sodium methoxide / methanol / 20 °C

5.1: sodium hydride; imidazole / tetrahydrofuran / 1 h / 20 °C

5.2: 99 percent / tetrahydrofuran / 12 h / 20 °C

6.1: 61 percent / tri-n-butylstannane; 2,2'-azobisisobutyronitrile / toluene / 2 h / Heating

With 1H-imidazole; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2004.11.027

Reference yield:

: 849465-31-2
octyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-mannopyranoside

: 849465-36-7
octyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / p-toluenesulfonic acid / CH₂Cl₂; methanol / 0.75 h / 20 °C

2.1: 86 percent / N-iodosuccinimide; silver triflate / CH₂Cl₂ / -40 - 0 °C

3.1: 96 percent / sodium methoxide / methanol / 20 °C

4.1: sodium hydride; imidazole / tetrahydrofuran / 1 h / 20 °C

4.2: 99 percent / tetrahydrofuran / 12 h / 20 °C

5.1: 61 percent / tri-n-butylstannane; 2,2'-azobisisobutyronitrile / toluene / 2 h / Heating

With 1H-imidazole; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1016/j.bmc.2004.11.027