N-benzyloxycarbonyl-2-aminoethyl-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α-L-idopyranosiduronic acid

Base Information

Chemical Name:N-benzyloxycarbonyl-2-aminoethyl-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α-L-idopyranosiduronic acid
CAS No.:1266234-48-3
Molecular Formula:C₄₃H₄₈N₄O₁₃
Molecular Weight:828.873
Hs Code.:

Synonyms:N-benzyloxycarbonyl-2-aminoethyl-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α-L-idopyranosiduronic acid

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Chemical Property of N-benzyloxycarbonyl-2-aminoethyl-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α-L-idopyranosiduronic acid

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Technology Process of N-benzyloxycarbonyl-2-aminoethyl-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α-L-idopyranosiduronic acid

There total 9 articles about N-benzyloxycarbonyl-2-aminoethyl-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α-L-idopyranosiduronic acid 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%

: 1364662-74-7
methyl (N-benzyloxycarbonyl-2-aminoethyl4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-2-O-pivaloyl-α-L-idopyranoside)uronate

: 1266234-48-3
N-benzyloxycarbonyl-2-aminoethyl-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α-L-idopyranosiduronic acid

Guidance literature:: methyl (N-benzyloxycarbonyl-2-aminoethyl4-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-2-O-pivaloyl-α-L-idopyranoside)uronate; With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; at -5 - 20 ℃; for 20h;

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃;

With hydrogenchloride; In tetrahydrofuran; methanol; water;
DOI:10.1039/c2ob06607f

Reference yield:

: 1364662-68-9
methyl (N-benzyloxycarbonyl-2-aminoethyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-2-O-pivaloyl-α-L-idopyranoside)uronate

: 1266234-48-3
N-benzyloxycarbonyl-2-aminoethyl-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α-L-idopyranosiduronic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: silver(l) oxide / N,N-dimethyl-formamide / 8 h / 0 - 20 °C / Inert atmosphere

2.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran / 20 h / -5 - 20 °C

2.2: 20 °C

With dihydrogen peroxide; silver(l) oxide; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/c2ob06607f

Reference yield:

: 1380592-26-6
C₄₇H₆₇N₃O₁₅Si

: 1266234-48-3
N-benzyloxycarbonyl-2-aminoethyl-4-O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α-L-idopyranosiduronic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine hydrofluoride / tetrahydrofuran / 28 h / -15 - 20 °C / Inert atmosphere

2.1: potassium carbonate / dichloromethane / 6 h / 20 °C

3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

4.1: pyridine; hydrazine hydrate; acetic acid / dichloromethane / 2 h / 20 °C

5.1: silver(l) oxide / N,N-dimethyl-formamide / 8 h / 0 - 20 °C / Inert atmosphere

6.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran / 20 h / -5 - 20 °C

6.2: 20 °C

With pyridine; pyridine hydrofluoride; trimethylsilyl trifluoromethanesulfonate; dihydrogen peroxide; potassium carbonate; hydrazine hydrate; acetic acid; silver(l) oxide; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c2ob06607f