{(1S,5R,6S)-3-[4-((R)-5-Azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-methyl-carbamic acid tert-butyl ester

Base Information

Chemical Name:{(1S,5R,6S)-3-[4-((R)-5-Azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-methyl-carbamic acid tert-butyl ester
CAS No.:392660-04-7
Molecular Formula:C₂₁H₂₇FN₆O₄
Molecular Weight:446.482
Hs Code.:

{(1S,5R,6S)-3-[4-((R)-5-Azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-methyl-carbamic acid tert-butyl ester

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Chemical Property of {(1S,5R,6S)-3-[4-((R)-5-Azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-methyl-carbamic acid tert-butyl ester

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Technology Process of {(1S,5R,6S)-3-[4-((R)-5-Azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-methyl-carbamic acid tert-butyl ester

There total 8 articles about {(1S,5R,6S)-3-[4-((R)-5-Azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-methyl-carbamic acid tert-butyl ester 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:

: 392660-03-6
Methanesulfonic acid (R)-3-{4-[(1S,5R,6S)-6-(tert-butoxycarbonyl-methyl-amino)-3-aza-bicyclo[3.1.0]hex-3-yl]-3-fluoro-phenyl}-2-oxo-oxazolidin-5-ylmethyl ester

: 392660-04-7
{(1S,5R,6S)-3-[4-((R)-5-Azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-methyl-carbamic acid tert-butyl ester

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 80 ℃;
DOI:10.1016/j.bmcl.2005.06.063

Reference yield:

: 392659-99-3
[(1S,5R,6S)-3-(2-Fluoro-4-nitro-phenyl)-3-aza-bicyclo[3.1.0]hex-6-yl]-methyl-carbamic acid tert-butyl ester

: 392660-04-7
{(1S,5R,6S)-3-[4-((R)-5-Azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-methyl-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: H₂ / Pd/C / methanol / 20 °C / 2844.31 Torr

2.1: NaHCO₃ / tetrahydrofuran

3.1: n-BuLi / tetrahydrofuran / 1.5 h / -78 °C

3.2: tetrahydrofuran

4.1: TEA / CH₂Cl₂ / 0 - 20 °C

5.1: NaN₃ / dimethylformamide / 80 °C

With n-butyllithium; sodium azide; TEA; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.06.063

Reference yield:

: 392659-98-2
[(1α,5α,6α)-3-(2-fluoro-4-nitrophenyl)-3-azabicyclo[3.1.0]hex-6-yl]carbamic acid tert-butyl ester

: 392660-04-7
{(1S,5R,6S)-3-[4-((R)-5-Azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-3-aza-bicyclo[3.1.0]hex-6-yl}-methyl-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 0 °C

2.1: H₂ / Pd/C / methanol / 20 °C / 2844.31 Torr

3.1: NaHCO₃ / tetrahydrofuran

4.1: n-BuLi / tetrahydrofuran / 1.5 h / -78 °C

4.2: tetrahydrofuran

5.1: TEA / CH₂Cl₂ / 0 - 20 °C

6.1: NaN₃ / dimethylformamide / 80 °C

With n-butyllithium; sodium azide; TEA; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.06.063