2-azidoethyl 4-O-benzyl-3-O-(4-methoxybenzyl)-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Base Information

Chemical Name:2-azidoethyl 4-O-benzyl-3-O-(4-methoxybenzyl)-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside
CAS No.:886050-90-4
Molecular Formula:C₃₉H₄₇N₃O₇Si
Molecular Weight:697.904
Hs Code.:

Synonyms:2-azidoethyl 4-O-benzyl-3-O-(4-methoxybenzyl)-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

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Chemical Property of 2-azidoethyl 4-O-benzyl-3-O-(4-methoxybenzyl)-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

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Technology Process of 2-azidoethyl 4-O-benzyl-3-O-(4-methoxybenzyl)-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

There total 7 articles about 2-azidoethyl 4-O-benzyl-3-O-(4-methoxybenzyl)-6-O-tert-butyldiphenylsilyl-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: 82.0%

: 886050-89-1
2-azidoethyl 4-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

: 824-94-2
p-methoxybenzyl chloride

: 886050-90-4
2-azidoethyl 4-O-benzyl-3-O-(4-methoxybenzyl)-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Guidance literature:: 2-azidoethyl 4-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside; With di(n-butyl)tin oxide; In toluene; for 3h; Reflux;

p-methoxybenzyl chloride; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; for 3h; Reflux;
DOI:10.1039/b802144a

Reference yield:

: 886050-88-0
2-azidoethyl 6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

: 886050-90-4
2-azidoethyl 4-O-benzyl-3-O-(4-methoxybenzyl)-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: p-TsOH / acetone

2.1: NaH / dimethylformamide

3.1: trifluoroacetic acid / tetrahydrofuran / 20 °C

4.1: Bu₂SnO / toluene / 110 °C

4.2: 76 percent / Bu₄NI / toluene / Heating

With sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/j.tetlet.2006.02.063

Reference yield:

: (3aS,4S,6R,7R,7aS)-4-(2-Azido-ethoxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

: 886050-90-4
2-azidoethyl 4-O-benzyl-3-O-(4-methoxybenzyl)-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide

2.1: trifluoroacetic acid / tetrahydrofuran / 20 °C

3.1: Bu₂SnO / toluene / 110 °C

3.2: 76 percent / Bu₄NI / toluene / Heating

With sodium hydride; di(n-butyl)tin oxide; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2006.02.063