(R)-(-)-N-(3,5-DINITROBENZOYL)-ALPHA-PHENYLGLYCINE

Base Information

• Chemical Name: (R)-(-)-N-(3,5-DINITROBENZOYL)-ALPHA-PHENYLGLYCINE
• CAS No.: 74927-72-3
• Molecular Formula: C15H11N3O7
• Molecular Weight: 345.268
• Hs Code.: 29242990
• Mol file: 74927-72-3.mol

Synonyms:Benzeneaceticacid, α-[(3,5-dinitrobenzoyl)amino]-,(R)-;(R)-(-)-N-(3,5-Dinitrobenzoyl)-α-phenylglycine;(R)-N-(3,5-Dinitrobenzoyl)phenylglycine;3,5-Dinitrobenzoyl-D-α-phenylglycine;N-(3,5-Dinitrobenzoyl)-D-phenylglycine;N-(3,5-Dinitrobenzoyl)-D-α-phenylglycine;

Chemical Property of (R)-(-)-N-(3,5-DINITROBENZOYL)-ALPHA-PHENYLGLYCINE

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 8.34E-14mmHg at 25°C
• Melting Point: 217-218 ºC
• Refractive Index: -102 ° (C=1, THF)
• Boiling Point: 569.4 °C at 760 mmHg
• Flash Point: 298.2 °C
• PSA: 158.04000
• Density: 1.527 g/cm³
• LogP: 3.49600
• Storage Temp.: Store below +30°C.

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(-)-N-(3,5-Dinitrobenzoyl)-α-phenylglycine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: (R)-(-)-N-(3,5-Dinitrobenzoyl)-alpha-phenylglycine

Technology Process of (R)-(-)-N-(3,5-DINITROBENZOYL)-ALPHA-PHENYLGLYCINE

There total 4 articles about (R)-(-)-N-(3,5-DINITROBENZOYL)-ALPHA-PHENYLGLYCINE 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: 92.0%

(R)-phenylglycine (875-74-1) + 3,5-dinitrobenoyl chloride (99-33-2) → (R)-(-)-N-(3,5-dinitrobenzoyl)-α-phenylglycine (74927-72-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 168000h;

DOI:10.1039/b617607k

Reference yield:

(R,S)-N-(3,5-dinitrobenzoyl)-phenylglycine methyl ester → (R)-(-)-methyl N-(3,5-dinitrobenzoyl)-α-phenylglycinate (69632-50-4) + (S)-(+)-N-(3,5-dinitrobenzoyl)-α-phenylglycine (90761-62-9) + (R)-(-)-N-(3,5-dinitrobenzoyl)-α-phenylglycine (74927-72-3) + (S)-(+)-methyl N-(3,5-dinitrobenzoyl)-α-phenylglycinate

Guidance literature:

With sodium hydroxide; N-pivaloyl-(3,5-dimethylphenyl)-L-prolinamide; In tetrachloromethane; dichloromethane; water; at 0 ℃; Title compound not separated from byproducts.;

DOI:10.1021/ol026517s

Reference yield:

(R)-(-)-N-(3,5-dinitrobenzoyl)-α-phenylglycine (74958-71-7) → (S)-(+)-N-(3,5-dinitrobenzoyl)-α-phenylglycine (90761-62-9) + (R)-(-)-N-(3,5-dinitrobenzoyl)-α-phenylglycine (74927-72-3)

Guidance literature:

With N-[(R)-1-(1-naphthyl)ethyl]carbamoyl-derivatized cyclofructan-6 column; In ethanol; n-heptane; trifluoroacetic acid; at 20 ℃; Resolution of racemate;

DOI:10.1021/ac902257a

upstream raw materials:

(R)-phenylglycine

3,5-dinitrobenoyl chloride

phenylglycin

(R)-(-)-N-(3,5-dinitrobenzoyl)-α-phenylglycine

Downstream raw materials:

(R)-(-)-methyl N-(3,5-dinitrobenzoyl)-α-phenylglycinate

(S)-(-)-2-(N-propylamino)-5-hydroxytetraline (-)-N-(3,5-dinitrobenzoyl)-α-phenylglycine salt

(3S)-7-bromo-2,3-dihydro-1-benzofuran-3-aminium (2R)-{[(3,5-dinitrophenyl)carbonyl]amino}(phenyl)ethanoate

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS". Page/Page column 48. . Retrieved 2010/12/31.
• 2、 Sun, Ping,Wang, Chunlei,Breitbach, Zachary S.,Zhang, Ying,Armstrong, Daniel W.. "Development of new HPLC chiral stationary phases based on native and derivatized cyclofructans". experimental part. p. 10215 - 10226. Retrieved 2010/05/01.