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

Base Information

Chemical Name: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
CAS No.:1364662-74-7
Molecular Formula:C₅₁H₆₀N₄O₁₅
Molecular Weight:969.055
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 8 articles about 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 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: 25.0%

: 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

: 100-39-0
benzyl bromide

: 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

Guidance literature:: With silver(l) oxide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 8h; Inert atmosphere;
DOI:10.1039/c2ob06607f

Reference yield:

: 1364662-63-4
O-(methyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-levulinoyl-α-D-glucopyranosyl)-3-O-benzyl-2-O-pivaloyl-L-idopyranosuronate)trichloroacetimidate

: 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

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrazine hydrate; acetic acid; silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c2ob06607f

Reference yield:

: 1380592-26-6
C₄₇H₆₇N₃O₁₅Si

: 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

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

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

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