octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

Base Information

Chemical Name:octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside
CAS No.:950603-05-1
Molecular Formula:C₅₂H₆₀O₁₅
Molecular Weight:925.039
Hs Code.:

Synonyms:octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

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Chemical Property of octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

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Technology Process of octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

There total 4 articles about octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-O-isopropylidene-4-O-methyl-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:

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

: 950603-05-1
octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: NaH / dimethylformamide / 0.17 h / cooling

2.2: dimethylformamide / 1 h / 20 °C

3.1: 395 mg / n-Bu₄NF / tetrahydrofuran / 20 °C

4.1: 79 percent / N-iodosuccinimide; TMSOTf / CH₂Cl₂ / 0 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.carres.2007.05.001

Reference yield:

: 950602-81-0
octyl 2,3-O-isopropylidene-6-O-(tert-butyldiphenylsilyl)-α-D-mannopyranoside

: 950603-05-1
octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.17 h / cooling

1.2: dimethylformamide / 1 h / 20 °C

2.1: 395 mg / n-Bu₄NF / tetrahydrofuran / 20 °C

3.1: 79 percent / N-iodosuccinimide; TMSOTf / CH₂Cl₂ / 0 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2007.05.001

Reference yield:

: C₃₄H₅₂O₆Si

: 950603-05-1
octyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 395 mg / n-Bu₄NF / tetrahydrofuran / 20 °C

2: 79 percent / N-iodosuccinimide; TMSOTf / CH₂Cl₂ / 0 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2007.05.001