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(R)-4-Benzyl-3-(4-methyl-pentanoyl)-oxazolidin-2-one is a chiral oxazolidinone derivative with the molecular formula C19H23NO3. It features a cyclic five-membered ring containing both oxygen and nitrogen atoms, along with benzyl and pentanoyl substituents. (R)-4-BENZYL-3-(4-METHYL-PENTANOYL)-OXAZOLIDIN-2-ONE's molecular structure and chiral nature make it a valuable building block for the synthesis of various complex organic compounds, particularly in the fields of pharmaceuticals and agrochemicals.

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  • 3-(3'-ISOPROPYL-1-OXOPROPYL)-4(R)-(1-PHENYLMETHYL)-2-OXAZOLIDINONE

    Cas No: 163810-26-2

  • USD $ 1.9-2.9 / Gram

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  • 163810-26-2 Structure
  • Basic information

    1. Product Name: (R)-4-BENZYL-3-(4-METHYL-PENTANOYL)-OXAZOLIDIN-2-ONE
    2. Synonyms: 3-(3'-ISOPROPYL-1-OXOPROPYL)-4(R)-(1-PHENYLMETHYL)-2-OXAZOLIDINONE;3-(3-ISOPROPYL-1-OXOPROPYL)-4(R)-(1-PHENYLMETHYL)-2-OXAZOLIDINONE;(R)-4-BENZYL-3-(4-METHYL-PENTANOYL)-OXAZOLIDIN-2-ONE;2-Oxazolidinone, 3-(4-methyl-1-oxopentyl)-4-(phenylmethyl)-, (4R)-
    3. CAS NO:163810-26-2
    4. Molecular Formula: C16H21NO3
    5. Molecular Weight: 275.34
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 163810-26-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 424.9 °C at 760 mmHg
    3. Flash Point: 210.7 °C
    4. Appearance: /
    5. Density: 1.131g/cm3
    6. Vapor Pressure: 2E-07mmHg at 25°C
    7. Refractive Index: 1.537
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: (R)-4-BENZYL-3-(4-METHYL-PENTANOYL)-OXAZOLIDIN-2-ONE(CAS DataBase Reference)
    11. NIST Chemistry Reference: (R)-4-BENZYL-3-(4-METHYL-PENTANOYL)-OXAZOLIDIN-2-ONE(163810-26-2)
    12. EPA Substance Registry System: (R)-4-BENZYL-3-(4-METHYL-PENTANOYL)-OXAZOLIDIN-2-ONE(163810-26-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 163810-26-2(Hazardous Substances Data)

163810-26-2 Usage

Uses

Used in Pharmaceutical Industry:
(R)-4-Benzyl-3-(4-methyl-pentanoyl)-oxazolidin-2-one is used as a key intermediate in the synthesis of pharmaceuticals for its unique chemical properties and chiral nature. It aids in the development of new drugs with enhanced efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical industry, (R)-4-Benzyl-3-(4-methyl-pentanoyl)-oxazolidin-2-one serves as a crucial component in the creation of agrochemicals. Its molecular structure and substituents contribute to the development of novel agrochemical products with improved performance and selectivity in crop protection.
Used in Organic Synthesis:
(R)-4-Benzyl-3-(4-methyl-pentanoyl)-oxazolidin-2-one is utilized as a versatile building block in organic synthesis. Its unique chemical properties and chiral nature make it suitable for the synthesis of a wide range of complex organic compounds, expanding the scope of chemical research and development.
Further research and development of (R)-4-Benzyl-3-(4-methyl-pentanoyl)-oxazolidin-2-one may lead to its broader utilization in the creation of innovative drugs and agrochemical products, addressing unmet needs in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 163810-26-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,3,8,1 and 0 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 163810-26:
(8*1)+(7*6)+(6*3)+(5*8)+(4*1)+(3*0)+(2*2)+(1*6)=122
122 % 10 = 2
So 163810-26-2 is a valid CAS Registry Number.
InChI:InChI=1/C16H21NO3/c1-12(2)8-9-15(18)17-14(11-20-16(17)19)10-13-6-4-3-5-7-13/h3-7,12,14H,8-11H2,1-2H3/t14-/m1/s1

163810-26-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (4R)-4-benzyl-3-(4-methylpentanoyl)-1,3-oxazolidin-2-one

1.2 Other means of identification

Product number -
Other names (R)-4-benzyl-3-(4-methylpentanoyl)oxazolidin-2-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:163810-26-2 SDS

163810-26-2Relevant articles and documents

Structural Revision of Baulamycin A and Structure-Activity Relationships of Baulamycin A Derivatives

Sengupta, Sandip,Bae, Munhyung,Oh, Dong-Chan,Dash, Uttam,Kim, Hak Joong,Song, Woon Young,Shin, Injae,Sim, Taebo

, p. 12947 - 12966 (2017)

Total synthesis of the proposed structure of baulamycin A was performed. The spectral properties of the synthetic compound differ from those reported for the natural product. On the basis of comprehensive NMR study, we proposed two other possible structur

Design, synthesis, and evaluation of cystargolide-based β-lactones as potent proteasome inhibitors

Niroula, Doleshwar,Hallada, Liam P.,Le Chapelain, Camille,Ganegamage, Susantha K.,Dotson, Devon,Rogelj, Snezna,Groll, Michael,Tello-Aburto, Rodolfo

, p. 962 - 977 (2018/09/04)

The peptidic β-lactone proteasome inhibitors (PIs) cystargolides A and B were used to conduct structure-activity relationship (SAR) studies in order to assess their anticancer potential. A total of 24 different analogs were designed, synthesized and evaluated for proteasome inhibition, for cytotoxicity towards several cancer cell lines, and for their ability to enter intact cells. X-ray crystallographic analysis and subunit selectivity was used to determine the specific subunit binding associated with the structural modification of the β-lactone (P1), peptidic core, (Px and Py), and end-cap (Pz) of our scaffold. The cystargolide derivative 5k, structurally unique at both Py and P1, exhibited the most promising inhibitory activity for the β5 subunit of human proteasomes (IC50 = 3.1 nM) and significant cytotoxicity towards MCF-7 (IC50 = 416 nM), MDA-MB-231 (IC50 = 74 nM) and RPMI 8226 (IC50 = 41 nM) cancer cell lines. Cellular infiltration assays revealed that minor structural modifications have significant effects on the ability of our PIs to inhibit intracellular proteasomes, and we identified 5k as a promising candidate for continued therapeutic studies. Our novel drug lead 5k is a more potent proteasome inhibitor than carfilzomib with mid-to-low nanomolar IC50 measurements and it is cytotoxic against multiple cancer cell lines at levels approaching those of carfilzomib.

Design and synthesis of the stabilized analogs of belactosin A with the unnatural cis-cyclopropane structure

Kawamura, Shuhei,Unno, Yuka,Asai, Akira,Arisawa, Mitsuhiro,Shuto, Satoshi

supporting information, p. 6615 - 6622 (2013/09/24)

The belactosin A analog 2a, having the unnatural cis-cyclopropane structure instead of the trans-cyclopropane structure in belactosin A, is a much more potent proteasome inhibitor than belactosin A. However, its cell growth inhibitory effect is rather lower than that expected from its remarkable proteasome inhibitory effect, probably due to its instability under cellular conditions. We hypothesized that the instability of 2a was due to chemical and enzymatic hydrolysis of the strained β-lactone moiety. Thus, to increase the stability of 2a by chemical modification, its analogs with a sterically more hindered β-lactone moiety and/or cyclopropylic strain-based conformational restriction were designed and synthesized, resulting in the identification of a stabilized analog 6a as a proteasome inhibitor with cell growth inhibitory effects. Our findings suggest that the chemical and biological stability of 2a is significantly affected by the steric hindrance around its β-lactone carbonyl moiety and the conformational flexibility of the molecule.

The stereoselective total synthesis of (-)-dihydrotetrabenazine

Siva Senkar Reddy,Srinivas Reddy,Yadav,Subba Reddy

, p. 6916 - 6918 (2013/01/15)

A highly stereoselective synthesis of (-)-dihydrotetrabenazine has been accomplished using (R)-tert-butanesulfinamide as a chiral source. The synthesis involves the allylation of chiral N-sulfinyl imine followed by ring closure of the resulting secondary amide with a tethered halide and the Evans-Aldol reaction as key steps.

Fluoroalkenes as peptide isosteres: Ground state analog inhibitors of thermolysin

Bartlett,Otake

, p. 3107 - 3111 (2007/10/02)

Tripeptide analogs of the form Cbz-GlyΨ[(Z/-CF=CH]LeuXaa (1, Xaa = Gly, Ala, Leu, Phe, and NH2) were synthesized to assess the ability of the fluoroalkene moiety to mimic a peptide linkage. These compounds are modest inhibitors of the zinc endo

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