(4R,5R,6S)-2-(4-allyl-5-ethyl-2-oxo-oxazolidin-3-yl)-3-phenyl-propionaldehyde

Base Information

Chemical Name:(4R,5R,6S)-2-(4-allyl-5-ethyl-2-oxo-oxazolidin-3-yl)-3-phenyl-propionaldehyde
CAS No.:362632-17-5
Molecular Formula:C₁₇H₂₁NO₃
Molecular Weight:287.359
Hs Code.:

Synonyms:(4R,5R,6S)-2-(4-allyl-5-ethyl-2-oxo-oxazolidin-3-yl)-3-phenyl-propionaldehyde

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Chemical Property of (4R,5R,6S)-2-(4-allyl-5-ethyl-2-oxo-oxazolidin-3-yl)-3-phenyl-propionaldehyde

Chemical Property:

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Technology Process of (4R,5R,6S)-2-(4-allyl-5-ethyl-2-oxo-oxazolidin-3-yl)-3-phenyl-propionaldehyde

There total 9 articles about (4R,5R,6S)-2-(4-allyl-5-ethyl-2-oxo-oxazolidin-3-yl)-3-phenyl-propionaldehyde 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:

: 362632-15-3
(4R,5R,6S)-4-allyl-3-(1-benzyl-2-hydroxy-ethyl)-5-ethyl-oxazolidin-2-one

: 362632-17-5
(4R,5R,6S)-2-(4-allyl-5-ethyl-2-oxo-oxazolidin-3-yl)-3-phenyl-propionaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0040-4020(01)00458-6

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 362632-17-5
(4R,5R,6S)-2-(4-allyl-5-ethyl-2-oxo-oxazolidin-3-yl)-3-phenyl-propionaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1: 5.45 g / LiOH

2: 79 percent / isobutyl chloroformiate; HCl

3: 72 percent / diethyl ether / 0.5 h / 20 °C

4: 54 percent / CeCl₃; NaBH₄ / ethanol / 0.5 h / -78 °C

5: 90 percent / NaH / tetrahydrofuran / 0.5 h / Heating

6: 65 percent / TiCl₄ / CH₂Cl₂ / -78 - 20 °C

7: 103 mg / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; titanium tetrachloride; sodium hydride; Dess-Martin periodane; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 9: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(01)00458-6

Reference yield:

: (2S,4S)-4-Benzyl-oxazolidine-2-carboxylic acid ethyl ester

: 362632-17-5
(4R,5R,6S)-2-(4-allyl-5-ethyl-2-oxo-oxazolidin-3-yl)-3-phenyl-propionaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1: 5.45 g / LiOH

2: 79 percent / isobutyl chloroformiate; HCl

3: 72 percent / diethyl ether / 0.5 h / 20 °C

4: 54 percent / CeCl₃; NaBH₄ / ethanol / 0.5 h / -78 °C

5: 90 percent / NaH / tetrahydrofuran / 0.5 h / Heating

6: 65 percent / TiCl₄ / CH₂Cl₂ / -78 - 20 °C

7: 103 mg / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; cerium(III) chloride; titanium tetrachloride; sodium hydride; Dess-Martin periodane; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 8: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(01)00458-6