methyl (3R,5R)-3-(((tert-butoxycarbonyl)amino)methyl)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)isoxazolidine-5-carboxylate

Base Information

Chemical Name:methyl (3R,5R)-3-(((tert-butoxycarbonyl)amino)methyl)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)isoxazolidine-5-carboxylate
CAS No.:1462968-99-5
Molecular Formula:C₂₂H₃₂N₂O₇
Molecular Weight:436.505
Hs Code.:

Synonyms:methyl (3R,5R)-3-(((tert-butoxycarbonyl)amino)methyl)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)isoxazolidine-5-carboxylate

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Chemical Property of methyl (3R,5R)-3-(((tert-butoxycarbonyl)amino)methyl)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)isoxazolidine-5-carboxylate

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Technology Process of methyl (3R,5R)-3-(((tert-butoxycarbonyl)amino)methyl)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)isoxazolidine-5-carboxylate

There total 4 articles about methyl (3R,5R)-3-(((tert-butoxycarbonyl)amino)methyl)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)isoxazolidine-5-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:

: 50547-07-4
ethyl N-hydroxy-L-phenylalaninate

: 89711-08-0
N-(t-butoxycarbonyl)glycinal

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 1462968-99-5
methyl (3R,5R)-3-(((tert-butoxycarbonyl)amino)methyl)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)isoxazolidine-5-carboxylate

: C₂₂H₃₂N₂O₇

Guidance literature:: In toluene; at 80 ℃; for 16h; stereoselective reaction; Sealed tube;
DOI:10.1016/j.tet.2013.08.084

Reference yield:

: 78843-66-0,118110-66-0,137967-42-1
(S)-3-Phenyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-propionic acid ethyl ester

: 1462968-99-5
methyl (3R,5R)-3-(((tert-butoxycarbonyl)amino)methyl)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)isoxazolidine-5-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: urea hydrogen peroxide adduct; magnesium sulfate; methyltrioxorhenium(VII) / methanol / 7 h / 20 °C

2: sodium hydroxide; acetic acid; hydroxylamine hydrochloride / methanol / 16 h / Reflux

3: toluene / 16 h / 80 °C / Sealed tube

With hydroxylamine hydrochloride; urea hydrogen peroxide adduct; methyltrioxorhenium(VII); magnesium sulfate; acetic acid; sodium hydroxide; In methanol; toluene;
DOI:10.1016/j.tet.2013.08.084

Reference yield:

: 1462968-83-7
(S,Z)-N-(1-ethoxy-1-oxo-3-phenylpropan-2-yl)-1-phenylmethanimine oxide

: 1462968-99-5
methyl (3R,5R)-3-(((tert-butoxycarbonyl)amino)methyl)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)isoxazolidine-5-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydroxide; acetic acid; hydroxylamine hydrochloride / methanol / 16 h / Reflux

2: toluene / 16 h / 80 °C / Sealed tube

With hydroxylamine hydrochloride; acetic acid; sodium hydroxide; In methanol; toluene;
DOI:10.1016/j.tet.2013.08.084