N-[((5S)-3-{4-[(1α,5α,6β)-3-(4-methoxybenzyl)-3-azabicyclo[3.1.0]hex-6-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

Base Information

Chemical Name:N-[((5S)-3-{4-[(1α,5α,6β)-3-(4-methoxybenzyl)-3-azabicyclo[3.1.0]hex-6-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide
CAS No.:777089-65-3
Molecular Formula:C₂₅H₂₉N₃O₄
Molecular Weight:435.523
Hs Code.:

Synonyms:N-[((5S)-3-{4-[(1α,5α,6β)-3-(4-methoxybenzyl)-3-azabicyclo[3.1.0]hex-6-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

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Chemical Property of N-[((5S)-3-{4-[(1α,5α,6β)-3-(4-methoxybenzyl)-3-azabicyclo[3.1.0]hex-6-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

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Technology Process of N-[((5S)-3-{4-[(1α,5α,6β)-3-(4-methoxybenzyl)-3-azabicyclo[3.1.0]hex-6-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

There total 1 articles about N-[((5S)-3-{4-[(1α,5α,6β)-3-(4-methoxybenzyl)-3-azabicyclo[3.1.0]hex-6-yl]phenyl}-2-oxo-1,3-oxazolidin-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:

: 777089-64-2
{4-[(1S,5R,6S)-3-(4-Methoxy-benzyl)-3-aza-bicyclo[3.1.0]hex-6-yl]-phenyl}-carbamic acid benzyl ester

: 183905-31-9
N-[(2S)-2-acetoxy-3-chloropropyl]acetamide

: 777089-65-3
N-[((5S)-3-{4-[(1α,5α,6β)-3-(4-methoxybenzyl)-3-azabicyclo[3.1.0]hex-6-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

Guidance literature:: With lithium tert-butoxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/ol050730h

Reference yield:

: 777089-65-3
N-[((5S)-3-{4-[(1α,5α,6β)-3-(4-methoxybenzyl)-3-azabicyclo[3.1.0]hex-6-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

: N-[((5S)-3-{4-[(1α,5α,6β)-3-azabicyclo[3.1.0]hex-6-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide hydrochloride

Guidance literature:: N-[((5S)-3-{4-[(1α,5α,6β)-3-(4-methoxybenzyl)-3-azabicyclo[3.1.0]hex-6-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide; With carbonochloridic acid 1-chloro-ethyl ester; triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

In methanol; for 0.75h; Heating;
DOI:10.1021/ol050730h

Reference yield:

: 777089-65-3
N-[((5S)-3-{4-[(1α,5α,6β)-3-(4-methoxybenzyl)-3-azabicyclo[3.1.0]hex-6-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide

: N-((S)-3-{4-[(1S,5R,6S)-3-(2-Hydroxy-acetyl)-3-aza-bicyclo[3.1.0]hex-6-yl]-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: ClCO₂CH(Cl)CH₃ / methanol

2: Et₃N / CH₂Cl₂

3: 95 percent / H₂ / Pd/C / methanol; CH₂Cl₂

With carbonochloridic acid 1-chloro-ethyl ester; hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2005.11.093