(4R)-N-<(2S)-2-Methyl-1-oxo-3-phenylpropyl>-5,5-dimethyl-4-isopropyloxazolidin-2-one

Base Information

Chemical Name:(4R)-N-<(2S)-2-Methyl-1-oxo-3-phenylpropyl>-5,5-dimethyl-4-isopropyloxazolidin-2-one
CAS No.:223906-58-9
Molecular Formula:C₁₈H₂₅NO₃
Molecular Weight:303.401
Hs Code.:

Synonyms:(4R)-N-<(2S)-2-Methyl-1-oxo-3-phenylpropyl>-5,5-dimethyl-4-isopropyloxazolidin-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R)-N-<(2S)-2-Methyl-1-oxo-3-phenylpropyl>-5,5-dimethyl-4-isopropyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (4R)-N-<(2S)-2-Methyl-1-oxo-3-phenylpropyl>-5,5-dimethyl-4-isopropyloxazolidin-2-one

There total 6 articles about (4R)-N-<(2S)-2-Methyl-1-oxo-3-phenylpropyl>-5,5-dimethyl-4-isopropyloxazolidin-2-one 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: 34.0%

: 100-39-0
benzyl bromide

: 223906-52-3
(4R)-N-Propionyl-5,5-dimethyl-4-isopropyloxazolidin-2-one

: 223906-58-9
(4R)-N-<(2S)-2-Methyl-1-oxo-3-phenylpropyl>-5,5-dimethyl-4-isopropyloxazolidin-2-one

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; 1.) -78 deg C, 30 min, 2.) -78 deg C, 2 h; -78 deg C to r.t., 22 h;
DOI:10.1039/a809715a

Reference yield:

: 640-68-6,25609-85-2,7004-03-7,921-10-8
D-Val-OH

: 223906-58-9
(4R)-N-<(2S)-2-Methyl-1-oxo-3-phenylpropyl>-5,5-dimethyl-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: SOCl₂ / 24 h / Ambient temperature

2: NaHCO₃ / ethanol / 48 h / Ambient temperature

3: 1.) Mg / 1.) Et₂O, reflux, 2.) Et₂O, r.t., 48 h

4: 72 percent / t-BuOK / tetrahydrofuran / 0.5 h / 0 °C

5: 73 percent / n-BuLi / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) -78 deg C, 30 min; -78 deg C to r.t., 2 h

6: 34 percent / LHMDS / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 2 h; -78 deg C to r.t., 22 h

With n-butyllithium; thionyl chloride; potassium tert-butylate; sodium hydrogencarbonate; magnesium; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;
DOI:10.1039/a809715a

Reference yield:

D-Valine methyl ester hydrochloride: 7146-15-8
D-Valine methyl ester hydrochloride

: 223906-58-9
(4R)-N-<(2S)-2-Methyl-1-oxo-3-phenylpropyl>-5,5-dimethyl-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: NaHCO₃ / ethanol / 48 h / Ambient temperature

2: 1.) Mg / 1.) Et₂O, reflux, 2.) Et₂O, r.t., 48 h

3: 72 percent / t-BuOK / tetrahydrofuran / 0.5 h / 0 °C

4: 73 percent / n-BuLi / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) -78 deg C, 30 min; -78 deg C to r.t., 2 h

5: 34 percent / LHMDS / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 2 h; -78 deg C to r.t., 22 h

With n-butyllithium; potassium tert-butylate; sodium hydrogencarbonate; magnesium; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;
DOI:10.1039/a809715a