tert-butyl 1'-(4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate

Base Information

Chemical Name:tert-butyl 1'-(4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate
CAS No.:1380494-56-3
Molecular Formula:C₂₄H₃₃FN₄O₅
Molecular Weight:476.548
Hs Code.:

Synonyms:tert-butyl 1'-(4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate

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Chemical Property of tert-butyl 1'-(4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate

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Technology Process of tert-butyl 1'-(4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate

There total 10 articles about tert-butyl 1'-(4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate 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: 95.0%

: 1380494-54-1
tert-butyl 1'-(4-((R)-5-(azidomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate

: 1380494-56-3
tert-butyl 1'-(4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 8h;
DOI:10.1016/j.bmc.2012.04.026

Reference yield:

: 36016-38-3
tert-Butyl N-hydroxycarbamate

: 1380494-56-3
tert-butyl 1'-(4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium periodate / methanol; water / 8 h / 20 °C / Inert atmosphere

2.1: 20% palladium hydroxide-activated charcoal; hydrogen / methanol / 8 h / 20 °C / 2585.81 Torr

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

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

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

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

6.2: -78 - 25 °C / Inert atmosphere

7.1: water; sodium hydroxide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

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

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

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

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

Reference yield:

: tert-butyl 1'-(2-fluoro-4-nitrophenyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate

: 1380494-56-3
tert-butyl 1'-(4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenyl)-2-oxa-3-azaspiro[bicyclo[2.2.1]heptane-7,4'-piperidine]-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

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

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

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

3.2: -78 - 25 °C / Inert atmosphere

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

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

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

With n-butyllithium; sodium azide; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2012.04.026