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

Base Information

Chemical Name:methyl (3R,5R)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)-3-(furan-2-yl)isoxazolidine-5-carboxylate
CAS No.:1462968-97-3
Molecular Formula:C₂₀H₂₃NO₆
Molecular Weight:373.406
Hs Code.:

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

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

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

There total 5 articles about methyl (3R,5R)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)-3-(furan-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: 69.0%

: 1462968-84-8
(S,Z)-N-(1-ethoxy-1-oxo-3-phenylpropan-2-yl)-1-(furan-2-yl)methanimine oxide

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

: 1462968-97-3
methyl (3R,5R)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)-3-(furan-2-yl)isoxazolidine-5-carboxylate

: C₂₀H₂₃NO₆

Guidance literature:: In toluene; at 80 ℃; for 16h; Overall yield = 81 %; 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

: 1462968-97-3
methyl (3R,5R)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)-3-(furan-2-yl)isoxazolidine-5-carboxylate

: C₂₀H₂₃NO₆

Guidance literature:: Multi-step reaction with 4 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: magnesium sulfate / 4 h / 20 °C

4: 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

: 1462968-97-3
methyl (3R,5R)-2-((S)-1-ethoxy-1-oxo-3-phenylpropan-2-yl)-3-(furan-2-yl)isoxazolidine-5-carboxylate

: C₂₀H₂₃NO₆

Guidance literature:: Multi-step reaction with 3 steps

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

2: magnesium sulfate / 4 h / 20 °C

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

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