52583-24-1

Basic information

• Product Name: N-Trifluoroacetamido-4’-p-nitrobenzoyl Daunorubicin
• Synonyms: N-Trifluoroacetamido-4’-p-nitrobenzoyl Daunorubicin;(8S-cis)-8-Acetyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-Methoxy-10-[[2,3,6-trideoxy-4-O-(4-nitrobenzoyl)-3-[(trifluoroacetyl)aMino]-α-L-lyxo-hexopyranosyl]oxy]-5,12-naphthacenedione
• CAS NO: 52583-24-1
• Molecular Formula: C₃₆H₃₁F₃N₂O₁₄
• Molecular Weight: 772.6315496
• Product Categories: Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 52583-24-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 920.898°C at 760 mmHg
• Flash Point: 510.741°C
• Appearance: /
• Density: 1.62g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.657
• Solubility: Chloroform
• CAS DataBase Reference: N-Trifluoroacetamido-4’-p-nitrobenzoyl Daunorubicin(CAS DataBase Reference)
• NIST Chemistry Reference: N-Trifluoroacetamido-4’-p-nitrobenzoyl Daunorubicin(52583-24-1)
• EPA Substance Registry System: N-Trifluoroacetamido-4’-p-nitrobenzoyl Daunorubicin(52583-24-1)

Safety Data

• Hazardous Substances Data: 52583-24-1(Hazardous Substances Data)

Usage

Chemical Properties

Dark Red Solid

InChI:InChI=1/C36H31F3N2O14/c1-14-32(55-33(47)16-7-9-17(10-8-16)41(50)51)20(40-34(48)36(37,38)39)11-23(53-14)54-22-13-35(49,15(2)42)12-19-25(22)31(46)27-26(29(19)44)28(43)18-5-4-6-21(52-3)24(18)30(27)45/h4-10,14,20,22-23,32,44,46,49H,11-13H2,1-3H3,(H,40,48)/t14?,20?,22-,23-,32+,35-/m0/s1

Upstream product

• 21794-55-8 (+)-Daunomycinone 
• 73891-04-0 2,3,6-tridesoxy-4-O-p-nitrobenzoyl-3-(trifluoroacetamido)-L-arabino-hex-1-enitol 
• 34820-21-8 1,5-anhydro-3,4-di-O-benzoyl-2,6-didesoxy-L-arabino-hex-1-enitol 
• 122-04-3 4-nitro-benzoyl chloride 
• 73864-37-6 3-amino-1,5-anhydro-2,3,6-tridesoxy-L-arabino-hex-1-enitol 
• 73864-38-7 2,3,6-tridesoxy-3-(trifluoroacetamido)-L-arabino-hex-1-enitol 
• 14218-08-7 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide 

Relevant articles and documents

SUBSTITUTIONS D'ESTERS ALLYLIQUES: PREPARATION DE GLYCALS AMINES EN C-3 ET ETUDE DE LEUR GLYCOSIDATION ACIDO-CATALYSEE. APPLICATION A L'HEMISYNTHESE DE GLYCOSIDES DU GROUPE DES ANTHRACYCLINES

3-Amino-1,5-anhydro-2,3,6-trideoxy-L-arabino- and -L-ribo-hex-1-enitol were prepared by substitution of the allylic ester function of 1,5-anhydro-3,4-di-O-benzoyl-2,6-dideoxy-L-arabino-hex-1-enitol with sodium azide, followed by reduction with lithium aluminium hydride.Glycosidation was performed with various alcohols, in particular daunomycinone.In the latter case, the partial synthesis of 4'-epi- and 3',4'-epi-daunorubicines was accomplished in three major steps.