7351-08-8

Usage

InChI:InChI=1/C19H14O5/c1-19(24)7-9-5-6-11-16(14(9)13(21)8-19)18(23)10-3-2-4-12(20)15(10)17(11)22/h2-6,20,24H,7-8H2,1H3

Upstream product

• 139462-14-9 1-acetyl-5-hydroxy-2-(2-oxopropyl)anthraquinone 
• 139462-13-8 1-[5,10-Bis-methoxymethoxy-2-(2-methyl-[1,3]dithiolan-2-ylmethyl)-anthracen-1-yl]-ethanone 
• 139462-11-6 9,10-Bis-methoxymethoxy-3-methyl-benzo[g]isochromen-1-one 
• 139462-12-7 1,8-Bis-methoxymethoxy-3-(2-oxo-propyl)-naphthalene-2-carbaldehyde 
• 130519-94-7 methyl 3-(3-tert-butoxycarbonyl-2-oxopropyl)-1,8-dihydroxynaphthalene-2-carboxylate 
• 481-39-0 5-hydroxynaphtho-1,4-quinone 
• 76329-07-2 4-methyloct-7-en-1-yn-4-ol 
• 267432-89-3 5-[(Methoxymethyl)oxy]-5-methyl-1-vinylcyclohexene 
• 1379673-93-4 5-(methoxymethoxy)-5-methyloct-1-en-7-yne 
• 159692-37-2 Acetic acid 12a-bromo-3-(dimethyl-phenyl-silanyl)-3-methyl-7,12-dioxo-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester 
• 169128-01-2 (+/-)-3-(dimethylfluorosilanyl)-8-hydroxy-3-methyl-1,2,3,4-tetrahydrobenzanthracene-7,12-dione 
• 188398-46-1 1-Acetyl-5-hydroxy-2-(2-methyl-[1,3]dioxolan-2-ylmethyl)-anthraquinone 
• 169127-73-5 3,8-dihydroxy-3-methyl-1,2,3,4-tetrahydrotetraphene-7,12-dione 

Downstream Products

• 7414-92-8 Tetrangulol 

Relevant academic research and scientific papers

Biomimetic-type synthesis of the racemic non-aromatic angucyclinones of the SF 2315 and SS 228Y types

The biomimetic-type aldol reaction of the tricyclic (E)-configured precursors 6a/b gave the racemic nonaromatic angucycline derivatives 11-13 of the SF 2315 and SS 288Y types. Chelate controlled conditions in the cyclization of 6b led to the regioisomeric product 10.

Total Synthesis of (-)-Urdamycinone B through Polyketide Condensation

(-)-Urdamycinone B, the enantiomer of a natural antitumor antibiotic, was synthesized by employing polyketide condensation reactions.

A unified strategy for the syntheses of angucyclinone antibiotics: Total syntheses of tetrangulol, kanglemycin M, X-14881-E, and anhydrolandomycinone

A unified strategy for the syntheses of angucyclinone antibiotics was developed utilizing sequential intramolecular enyne metathesis, Diels-Alder/aromatization, photooxygenation, and one-pot elimination/ aromatization reactions. The diversity in this sequ

Remote stereochemical control in asymmetric Diels-Alder reactions: Synthesis of the angucycline antibiotics, (-)-tetrangomycin and MM 47755

The first asymmetric syntheses of the angucycline antibiotics, (-)-tetrangomycin and MM 47755, are achieved via a short efficient sequence starting from the chiral Lewis acid promoted Diels-Alder reaction of 5-hydroxy-1,4-naphthoquinone and (±)-(E)-5-dimethylphenylsilyl-5-methyl-1-(2′- trimethylsiloxyvinyl)cyclohexene 7 where an effective kinetic resolution of the latter, controlled by its remote stereocentre, is described.

Synthesis of angucyclines. 8. Biomimetic-type synthesis of rabelomycin, tetrangomycin, and related ring B aromatic angucyclinones

The angucyclinones with aromatic ring B (1a-c and 2a-c) are prepared in a biomimetic-type synthesis by two successive aldol cyclizations starting from the substituted naphthoquinones 12a-c. In both cyclization steps the C-H acidity of the potential nucleophilic centers determines the mode of cyclization under kinetically controlled conditions. The tetrahydroanthraquinones 13a-c/14a-c are hydroxylated at C-4 to the phenolic anthraquinones 16a-c upon treatment with excess NMO.

Total Synthesis of Angucyclines, 4. Synthesis of rac-Tetrangomycin

The synthesis of racemic tetrangomycin (11) is reported.In the key step the hexahydrobenzanthraquinone 8 is generated in a regioselective Diels-Alder reaction of diene 5 with bromonaphthoquinone 7.The conversion of 8 into 11 involves only three operati