N-BUTYRYL-4-(S)-PHENYLMETHYL-2-OXAZOLIDINONE

Base Information

• Chemical Name: N-BUTYRYL-4-(S)-PHENYLMETHYL-2-OXAZOLIDINONE
• CAS No.: 112459-79-7
• Molecular Formula: C₁₄H₁₇NO₃
• Molecular Weight: 247.294
• Hs Code.: 2934999090
• Mol file: 112459-79-7.mol

Synonyms:N-butyryl-4-benzyl-1,3-oxazolidin-2-one;

Chemical Property of N-BUTYRYL-4-(S)-PHENYLMETHYL-2-OXAZOLIDINONE

Chemical Property:

• PSA: 46.61000
• LogP: 2.31450
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

N-Butyryl-4-(S)-phenylmethyl-2-oxazolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A cell-permeable N-(butyryl)oxazolidinone compound that serves as a negative control for the Cell Sheet Migration Inhibitor.

Technology Process of N-BUTYRYL-4-(S)-PHENYLMETHYL-2-OXAZOLIDINONE

There total 14 articles about N-BUTYRYL-4-(S)-PHENYLMETHYL-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: 100.0%

(R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) + butyryl chloride (141-75-3) → (R)-3-(1-butyryl)-4-benzyloxazolidine-2-one (111292-87-6,112459-79-7,143097-11-4)

Guidance literature:

(R)-4-(phenylmethyl)-2-oxazolidinone; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

butyryl chloride; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

DOI:10.3390/molecules23030667

Reference yield: 99.0%

(S)-4-Benzyl-2-oxazolidinone (90719-32-7) + butyryl chloride (141-75-3) → (S)-4-benzyl-3-butyryloxazolidin-2-one (111292-87-6,143097-11-4,112459-79-7)

Guidance literature:

(S)-4-Benzyl-2-oxazolidinone; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

butyryl chloride; In tetrahydrofuran; at -78 ℃; for 3h;

DOI:10.1021/jacs.8b12689

Reference yield: 97.0%

(4S)-3-((E)-2-butenoyl)-4-benzyl-2-oxazolidinone (90719-30-5) → (S)-4-benzyl-3-butyryloxazolidin-2-one (111292-87-6,143097-11-4,112459-79-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 1h; under 760.051 Torr;

upstream raw materials:

(4S)-3-((E)-2-butenoyl)-4-benzyl-2-oxazolidinone

(S)-4-Benzyl-2-oxazolidinone

butyryl chloride

butyric O-ethyl-carbonic anhydride

Downstream raw materials:

(+)-(4S)-3-<(2'R)-2'-(hydroxymethyl)butanoyl>-4-benzyl-2-oxazolidinone

(4S)-3-((2'S,3'R)-2'-ethyl-3'-hydroxy-4'-methylpentanoyl)-4-phenylmethyl-2-oxazolidinone

(R)-4-benzyl-3-((S)-2-(benzyloxymethyl)butanoyl)-1,3-oxazolidin-2-one

(R)-4-Benzyl-3-((S)-2-triisopropylsilanyloxymethyl-butyryl)-oxazolidin-2-one

Refernces

• 1、 Hartmann, Markus,Bibli, Sofia-Iris,Tews, Daniel,Ni, Xiaomin,Kircher, Theresa,Kramer, Jan S.,Kilu, Whitney,Heering, Jan,Hernandez-Olmos, Victor,Weizel, Lilia,Scriba, Gerhard K. E.,Krait, Sulaiman,Knapp, Stefan,Chaikuad, Apirat,Merk, Daniel,Fleming, Ingrid,Fischer-Posovszky, Pamela,Proschak, Ewgenij. "Combined Cardioprotective and Adipocyte Browning Effects Promoted by the Eutomer of Dual sEH/PPARγModulator". . p. 2815 - 2828. Retrieved 2021/03/09.
• 2、 Smith, Myles W.,Ferreira, Jasmin,Hunter, Roger,Venter, Gerhard A.,Su, Hong. "Synthesis of (+)-Tacamonine via Stereoselective Radical Cyclization". supporting information. p. 8740 - 8745. Retrieved 2019/11/11.