5(R)-(azidomethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

Base Information

Chemical Name:5(R)-(azidomethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one
CAS No.:952150-18-4
Molecular Formula:C₂₇H₃₂FN₇O₆
Molecular Weight:569.593
Hs Code.:

Synonyms:5(R)-(azidomethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

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Chemical Property of 5(R)-(azidomethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

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Technology Process of 5(R)-(azidomethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

There total 12 articles about 5(R)-(azidomethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one 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: 93.0%

: 952150-17-3
5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

: 952150-18-4
5(R)-(azidomethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

Guidance literature:: 5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃;

With sodium azide; In N,N-dimethyl-formamide; at 80 - 90 ℃; for 2h;

Reference yield:

: C₂₈H₃₅FN₄O₉S

: 952150-18-4
5(R)-(azidomethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 80 - 90 ℃; for 2h;

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 952150-18-4
5(R)-(azidomethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / Reflux

2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 760.05 Torr

3.1: sodium carbonate / methanol / 0.5 h

4.1: n-butyllithium / hexane; tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

4.2: 23.17 h / -78 - 20 °C / Inert atmosphere

5.1: triethylamine / dichloromethane / 0.17 h / 0 - 20 °C

6.1: sodium azide / N,N-dimethyl-formamide / 4 h / 80 - 90 °C

With n-butyllithium; sodium azide; palladium 10% on activated carbon; hydrogen; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.ejmech.2013.03.003