<3(2R,3S,4E),4R,5S>-3-(3-hydroxy-2-methyl-1-oxo-4-heptenyl)-4-methyl-5-phenyl-2-oxazolidinone

Base Information

Chemical Name:<3(2R,3S,4E),4R,5S>-3-(3-hydroxy-2-methyl-1-oxo-4-heptenyl)-4-methyl-5-phenyl-2-oxazolidinone
CAS No.:129985-93-9
Molecular Formula:C₁₈H₂₃NO₄
Molecular Weight:317.385
Hs Code.:

Synonyms:<3(2R,3S,4E),4R,5S>-3-(3-hydroxy-2-methyl-1-oxo-4-heptenyl)-4-methyl-5-phenyl-2-oxazolidinone

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Chemical Property of <3(2R,3S,4E),4R,5S>-3-(3-hydroxy-2-methyl-1-oxo-4-heptenyl)-4-methyl-5-phenyl-2-oxazolidinone

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Technology Process of <3(2R,3S,4E),4R,5S>-3-(3-hydroxy-2-methyl-1-oxo-4-heptenyl)-4-methyl-5-phenyl-2-oxazolidinone

There total 1 articles about <3(2R,3S,4E),4R,5S>-3-(3-hydroxy-2-methyl-1-oxo-4-heptenyl)-4-methyl-5-phenyl-2-oxazolidinone 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:

: 1576-87-0
trans-2-pentenal

: 77877-20-4
(4R,5S)-4-methyl-5-phenyl-3-propionyloxazolidin-2-one

: 129985-93-9
<3(2R,3S,4E),4R,5S>-3-(3-hydroxy-2-methyl-1-oxo-4-heptenyl)-4-methyl-5-phenyl-2-oxazolidinone

Guidance literature:: Yield given. Multistep reaction;
DOI:10.1021/ja00175a038

Reference yield:

: 129985-93-9
<3(2R,3S,4E),4R,5S>-3-(3-hydroxy-2-methyl-1-oxo-4-heptenyl)-4-methyl-5-phenyl-2-oxazolidinone

: 129986-03-4
<3S,4R,6Z,10S,10(4R,6S)>-10-(2,2-dimethyl-4-ethyl-1,3-dioxan-6-yl)-7-(2,2-dimethylhydrazino)-1-<(4-methoxyphenyl)methoxy>-4-methyl-3-(trimethylsiloxy)-6-undecen-5-one

Guidance literature:: Multi-step reaction with 10 steps

2: 63 percent / (N,N-dimethylamino)pyridine / CH₂Cl₂ / 12 h / 20 °C

4: 99 percent / tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 1 h / 25 °C

5: 99 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

6: 95 percent / CH₂Cl₂ / 12 h / 25 °C

7: 93 percent / H₂ / 5percent Pd/C / ethyl acetate / 6 h / 25 °C / 760 Torr

8: 93 percent / tetrahydrofuran; diethyl ether / 0.25 h

9: chlorotrimethylsilane / CH₂Cl₂ / 0.83 h / 21 °C

10: 1.) LDA / 1.) Et₂O, THF, 0 deg C, 35 min, 2.) -45 deg C, 19.5 h

With dmap; chloro-trimethyl-silane; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/ja00175a038