N-(((5S)-3-(3-fluoro-4-(3-((5-nitrofuran-2-yl)methyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-1'-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

Base Information

Chemical Name:N-(((5S)-3-(3-fluoro-4-(3-((5-nitrofuran-2-yl)methyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-1'-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide
CAS No.:1380494-62-1
Molecular Formula:C₂₆H₃₀FN₅O₇
Molecular Weight:543.552
Hs Code.:

N-(((5S)-3-(3-fluoro-4-(3-((5-nitrofuran-2-yl)methyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-1'-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

Synonyms:N-(((5S)-3-(3-fluoro-4-(3-((5-nitrofuran-2-yl)methyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-1'-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

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Chemical Property of N-(((5S)-3-(3-fluoro-4-(3-((5-nitrofuran-2-yl)methyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-1'-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

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Technology Process of N-(((5S)-3-(3-fluoro-4-(3-((5-nitrofuran-2-yl)methyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-1'-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

There total 13 articles about N-(((5S)-3-(3-fluoro-4-(3-((5-nitrofuran-2-yl)methyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-1'-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide 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: 53.0%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 1380494-60-9
C₂₁H₂₇FN₄O₄

: 1380494-62-1
N-(((5S)-3-(3-fluoro-4-(3-((5-nitrofuran-2-yl)methyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-1'-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

Guidance literature:: 5-nitrofurane-2-carboxaldehyde; C₂₁H₂₇FN₄O₄; In 1,2-dichloro-ethane; at 20 ℃; for 0.25h; Inert atmosphere;

With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 2h; Inert atmosphere;

With sodium hydrogencarbonate; In ethyl acetate; Inert atmosphere;
DOI:10.1016/j.bmc.2012.04.026

Reference yield:

: 1'-benzyl 3-tert-butyl 2-oxa-3-azaspiro[bicyclo[2.2.1]hept[5]ene-7,4'-piperidine]-1',3-dicarboxylate

: 1380494-62-1
N-(((5S)-3-(3-fluoro-4-(3-((5-nitrofuran-2-yl)methyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-1'-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: 20% palladium hydroxide-activated charcoal; hydrogen / methanol / 8 h / 20 °C / 2585.81 Torr

2.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 18 h / 20 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr

4.1: sodium hydrogencarbonate / tetrahydrofuran; water / 1 h / 0 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

5.2: -78 - 25 °C / Inert atmosphere

6.1: triethylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

7.1: sodium azide / dimethyl sulfoxide / 8 h / 80 °C / Inert atmosphere

8.1: palladium 10% on activated carbon; hydrogen / methanol / 8 h / 20 °C

9.1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

10.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

11.1: 1,2-dichloro-ethane / 0.25 h / 20 °C / Inert atmosphere

11.2: 2 h / 20 °C / Inert atmosphere

11.3: Inert atmosphere

With n-butyllithium; sodium azide; palladium 10% on activated carbon; 20% palladium hydroxide-activated charcoal; hydrogen; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1016/j.bmc.2012.04.026

Reference yield:

: tert-butyl 2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate

: 1380494-62-1
N-(((5S)-3-(3-fluoro-4-(3-((5-nitrofuran-2-yl)methyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-1'-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 18 h / 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr

3.1: sodium hydrogencarbonate / tetrahydrofuran; water / 1 h / 0 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

4.2: -78 - 25 °C / Inert atmosphere

5.1: triethylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

6.1: sodium azide / dimethyl sulfoxide / 8 h / 80 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / methanol / 8 h / 20 °C

8.1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

9.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

10.1: 1,2-dichloro-ethane / 0.25 h / 20 °C / Inert atmosphere

10.2: 2 h / 20 °C / Inert atmosphere

10.3: Inert atmosphere

With n-butyllithium; sodium azide; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1016/j.bmc.2012.04.026