139219-30-0

Upstream product

• 77-78-1 dimethyl sulfate 

Downstream Products

• 139219-31-1 3-bromo-4,5,7,8-tetramethoxy-2-(phenylethynyl)-1-naphthalenol 
• 153617-89-1 3)-3-(phenylethynyl)-2-naphthalenyl>methoxy>trimethylsilane 
• 153617-90-4 <1-(phenylseleno)-cyclopentyl><1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)-2-naphthalenyl>methanone 
• 139219-27-5 5,6,8,9-tetramethoxy-4-(methoxy-d₃)-3-(phenylmethylene)spiro<2H-benzindene-2,1'-cyclopentan>-1(3H)-one 
• 153617-88-0 α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)-2-naphthalenemethanone 
• 139219-33-3 α-cyclopentyl-1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)-2-naphthalenemethanol 
• 139219-32-2 2-bromo-1,5,6,8-tetramethoxy-4-(methoxy-d₃)-3-(phenylethynyl)naphthalene 
• 145222-93-1 <3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-8-(phenylseleno)-6H-cyclopentisoquinolin-8-yl><1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-2-naphthalenyl>methanone 
• 145222-95-3 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-3-hydroxy-3-(hydroxyphenylmethyl)-1',4,5,6,8,9,9'-heptamethoxyspiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one 
• 145222-91-9 3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-α-<1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-2-naphthalenyl>-6H-cyclopentisoquinoline-8-methanol 
• 145222-92-0 <3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinolin-8-yl><1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-2-naphthalenyl>methanone 
• 145222-94-2 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxy-3-(phenylmethylene)spiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one 
• 145222-96-4 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxyspiro<2H-benzindene-2,8'-<8H>cyclopentisoquinoline>-1,3-dione 
• 136008-96-3 2-bromo-1,4,5,6,8-pentamethoxy-3-(phenylethynyl)naphthalene 

Relevant academic research and scientific papers

Protecting group improvement by isotopic substitution: Synthesis of the quinone system of Fredericamycin A

Use of a trideuteriomethyl group for protection of phenolic oxygen, instead of the classical methyl group, serves to suppress an unwanted intramolecular hydrogen transfer during radical cyclization. The resulting spiro compound can be converted, by select

Total synthesis of crystalline (±)-fredericamycin A. Use of radical spirocyclization

Crystalline (±)-fredericamycin A (1) was synthesized using, as a key step, 5-exo-digonal radical closure of selenide 55. The selenide was generated from the corresponding ketone 54, itself assembled from two components: aldehyde 29 and bromonaphthalene 48