octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside

Base Information

Chemical Name:octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside
CAS No.:950602-90-1
Molecular Formula:C₆₂H₆₄O₁₅
Molecular Weight:1049.18
Hs Code.:

Synonyms:octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside

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Chemical Property of octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside

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Technology Process of octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside

There total 10 articles about octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside 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: 84.0%

: 950602-88-7
octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-3-O-benzoyl-4-O-benzyl-2-O-phenoxythiocarbonyl-α-D-mannopyranoside

: 950602-90-1
octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;
DOI:10.1016/j.carres.2007.05.001

Reference yield:

: 950602-63-8
octyl 6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranoside

: 950602-90-1
octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 96 percent / p-TsOH / acetone / 2 h

2.1: NaH / dimethylformamide / 20 °C

3.1: 1.29 g / n-Bu₄NF / tetrahydrofuran / 20 °C

4.1: 92 percent / N-iodosuccinimide; TMSOTf / CH₂Cl₂ / 0 °C

5.1: 88 percent / aq. AcOH / 50 °C

6.1: Bu₂SnO / toluene / 3 h / 110 °C

6.2: 63 percent / toluene / 20 °C

7.1: 74 percent / DMAP / acetonitrile

8.1: 84 percent / n-Bu₃SnH; AIBN / toluene / Heating

With dmap; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1016/j.carres.2007.05.001

Reference yield:

: C₄₀H₅₆O₆Si

: 950602-90-1
octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1.29 g / n-Bu₄NF / tetrahydrofuran / 20 °C

2.1: 92 percent / N-iodosuccinimide; TMSOTf / CH₂Cl₂ / 0 °C

3.1: 88 percent / aq. AcOH / 50 °C

4.1: Bu₂SnO / toluene / 3 h / 110 °C

4.2: 63 percent / toluene / 20 °C

5.1: 74 percent / DMAP / acetonitrile

6.1: 84 percent / n-Bu₃SnH; AIBN / toluene / Heating

With dmap; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; di(n-butyl)tin oxide; acetic acid; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.carres.2007.05.001