(R)-3-(3-Methylbutanoyl)-4-benzyloxazolidin-2-one

Base Information

• Chemical Name: (R)-3-(3-Methylbutanoyl)-4-benzyloxazolidin-2-one
• CAS No.: 145589-03-3
• Molecular Formula: C15H19NO3
• Molecular Weight: 261.321
• Hs Code.: 29349990
• Mol file: 145589-03-3.mol

Synonyms:2-Oxazolidinone,3-(3-methyl-1-oxobutyl)-4-(phenylmethyl)-, (R)-;(4R)-4-Benzyl-3-isovaleryloxazolidin-2-one;4R-Benzyl-3-(3-methylbutyryl)oxazolidin-2-one;

Chemical Property of (R)-3-(3-Methylbutanoyl)-4-benzyloxazolidin-2-one

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 5E-07mmHg at 25°C
• Refractive Index: 1.541
• Boiling Point: 412.912 °C at 760 mmHg
• PKA: -2.33±0.40(Predicted)
• Flash Point: 203.522 °C
• PSA: 46.61000
• Density: 1.152 g/cm³
• LogP: 2.56050
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

98% ^*data from raw suppliers

(R)-3-(3-Methylbutanoyl)-4-benzyloxazolidin-2-one ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-3-(3-Methylbutanoyl)-4-benzyloxazolidin-2-one (cas# 145589-03-3) is a compound useful in organic synthesis.

Technology Process of (R)-3-(3-Methylbutanoyl)-4-benzyloxazolidin-2-one

There total 8 articles about (R)-3-(3-Methylbutanoyl)-4-benzyloxazolidin-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: 100.0%

3-methylbutyric acid (503-74-2) + (S)-4-Benzyl-2-oxazolidinone (90719-32-7) → (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one (145589-03-3,104266-90-2)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 20 ℃; for 19h;

DOI:10.1016/j.bmc.2021.116514

Reference yield: 100.0%

(S)-4-Benzyl-2-oxazolidinone (90719-32-7) + isopentanoyl chloride (108-12-3) → (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one (145589-03-3,104266-90-2)

Guidance literature:

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

isopentanoyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2.5h;

With potassium carbonate; In tetrahydrofuran; hexane; water;

DOI:10.1002/hlca.201200425

Reference yield: 100.0%

(R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) + isopentanoyl chloride (108-12-3) → (R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one (145589-03-3)

Guidance literature:

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

isopentanoyl chloride; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 4h; Further stages.;

DOI:10.1021/ja011271s

upstream raw materials:

3-methylbutyric acid

(S)-4-Benzyl-2-oxazolidinone

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

dimethylaluminum chloride

Downstream raw materials:

(2R)-([amino]methyl)-3-methylbutanoic acid

(R)-2-(((tert-butoxycarbonyl)amino)methyl)-3-methylbutanoic acid

(R)-2-({(R)-3-[(R)-2-(tert-Butoxycarbonylamino-methyl)-3-methyl-butyrylamino]-2-methyl-propionylamino}-methyl)-4-methyl-pentanoic acid benzyl ester

C₄₆H₇₈N₆O₉

Refernces

• 1、 Bessho, Yuki,Akaki, Tatsuo,Hara, Yoshinori,Yamakawa, Maki,Obika, Shingo,Mori, Genki,Ubukata, Minoru,Yasue, Katsutaka,Nakane, Yoshitomi,Terasako, Yasuo,Orita, Takuya,Doi, Satoki,Iwanaga, Tomoko,Fujishima, Ayumi,Adachi, Tsuyoshi,Ueno, Hiroshi,Motomura, Takahisa. "Structure-based drug design of novel and highly potent pyruvate dehydrogenase kinase inhibitors". . . Retrieved 2021/11/23.
• 2、 -. "JAK INHIBITORS". Paragraph 00165. . Retrieved 2021/02/12.