N-[N-allyloxycarbonyl-2-amino-2-deoxy-3,4,6-tri-O-triethylsilyl-β-D-glucopyranosyl]-N'-(3,5-bis-trifluoromethyl)phenyl urea

Base Information

Chemical Name:N-[N-allyloxycarbonyl-2-amino-2-deoxy-3,4,6-tri-O-triethylsilyl-β-D-glucopyranosyl]-N'-(3,5-bis-trifluoromethyl)phenyl urea
CAS No.:1309566-33-3
Molecular Formula:C₃₇H₆₃F₆N₃O₇Si₃
Molecular Weight:860.17
Hs Code.:

Synonyms:N-[N-allyloxycarbonyl-2-amino-2-deoxy-3,4,6-tri-O-triethylsilyl-β-D-glucopyranosyl]-N'-(3,5-bis-trifluoromethyl)phenyl urea

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Chemical Property of N-[N-allyloxycarbonyl-2-amino-2-deoxy-3,4,6-tri-O-triethylsilyl-β-D-glucopyranosyl]-N'-(3,5-bis-trifluoromethyl)phenyl urea

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Technology Process of N-[N-allyloxycarbonyl-2-amino-2-deoxy-3,4,6-tri-O-triethylsilyl-β-D-glucopyranosyl]-N'-(3,5-bis-trifluoromethyl)phenyl urea

There total 3 articles about N-[N-allyloxycarbonyl-2-amino-2-deoxy-3,4,6-tri-O-triethylsilyl-β-D-glucopyranosyl]-N'-(3,5-bis-trifluoromethyl)phenyl urea 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: 60.0%

: 1309566-29-7
2-N-allyloxycarbonyl-2-amino-2-deoxy-3,4,6-tri-O-triethylsilyl-β-D-glucopyranosyl azide

: 23165-29-9
3,5-bistrifluoromethylphenylisothiocyanate

: 1309566-33-3
N-[N-allyloxycarbonyl-2-amino-2-deoxy-3,4,6-tri-O-triethylsilyl-β-D-glucopyranosyl]-N'-(3,5-bis-trifluoromethyl)phenyl urea

Guidance literature:: 2-N-allyloxycarbonyl-2-amino-2-deoxy-3,4,6-tri-O-triethylsilyl-β-D-glucopyranosyl azide; With triphenylphosphine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

3,5-bistrifluoromethylphenylisothiocyanate; In tetrahydrofuran; for 3h; Inert atmosphere;

With water; In tetrahydrofuran; Inert atmosphere;
DOI:10.1039/c0ob01240h

Reference yield:

: 1309566-28-6
2-N-allyloxycarbonyl-2-amino-2-deoxy-β-D-glucopyranosyl azide

: 1309566-33-3
N-[N-allyloxycarbonyl-2-amino-2-deoxy-3,4,6-tri-O-triethylsilyl-β-D-glucopyranosyl]-N'-(3,5-bis-trifluoromethyl)phenyl urea

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,4,6-trimethyl-pyridine / N,N-dimethyl-formamide / 24 h / -20 °C / Inert atmosphere

2.1: triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere

2.2: 3 h / Inert atmosphere

2.3: Inert atmosphere

With 2,4,6-trimethyl-pyridine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/c0ob01240h

Reference yield:

: 189388-11-2
3,4,6-tetra-O-acetyl-2-N-(allyloxycarbonyl)-2-amino-2-deoxy-β-D-glucopyranosyl azide

: 1309566-33-3
N-[N-allyloxycarbonyl-2-amino-2-deoxy-3,4,6-tri-O-triethylsilyl-β-D-glucopyranosyl]-N'-(3,5-bis-trifluoromethyl)phenyl urea

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / methanol / 20 °C / Inert atmosphere

1.2: IR-120(H+ form)

2.1: 2,4,6-trimethyl-pyridine / N,N-dimethyl-formamide / 24 h / -20 °C / Inert atmosphere

3.1: triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere

3.2: 3 h / Inert atmosphere

3.3: Inert atmosphere

With 2,4,6-trimethyl-pyridine; sodium methylate; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1039/c0ob01240h