109873-38-3

Basic information

• Product Name: dl-tert-butyl 2-tert-butoxycarbonyl-5-hydroxy-3-oxo-1-cyclohexene-1-acetate
• Synonyms: dl-tert-butyl 2-tert-butoxycarbonyl-5-hydroxy-3-oxo-1-cyclohexene-1-acetate
• CAS NO: 109873-38-3
• Molecular Weight: 326.39
• Mol File: 109873-38-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: dl-tert-butyl 2-tert-butoxycarbonyl-5-hydroxy-3-oxo-1-cyclohexene-1-acetate(CAS DataBase Reference)
• NIST Chemistry Reference: dl-tert-butyl 2-tert-butoxycarbonyl-5-hydroxy-3-oxo-1-cyclohexene-1-acetate(109873-38-3)
• EPA Substance Registry System: dl-tert-butyl 2-tert-butoxycarbonyl-5-hydroxy-3-oxo-1-cyclohexene-1-acetate(109873-38-3)

Safety Data

• Hazardous Substances Data: 109873-38-3(Hazardous Substances Data)

Upstream product

• 32328-03-3 diethyl 3-hydroxyglutarate 
• 150942-98-6 t-butyl lithioacetate 
• 540-88-5 acetic acid tert-butyl ester 

Downstream Products

• 109873-39-4 tert-butyl 2-tert-butoxycarbonylmethyl-6-hydroxybenzoate 
• 118512-25-7 tert-butyl 5-benzyloxy-2-tert-butoxycarbonyl-3-methoxybenzene-1-acetate 
• 118512-24-6 tert-butyl 5-benzyloxy-2-tert-butoxycarbonyl-3-hydroxybenzene-1-acetate 
• 118512-28-0 tert-butyl 2-tert-butoxycarbonyl-3,5-dimethoxybenzene-1-acetate 
• 109873-40-7 tert-butyl 2-tert-butoxycarbonyl-3,5-dihydroxybenzene-1-acetate 
• 114629-16-2 4-Acetoxy-2-tert-butoxycarbonylmethyl-6-oxo-cyclohex-1-enecarboxylic acid tert-butyl ester 
• 124563-37-7 2,4-Diacetoxy-6-[1-tert-butoxycarbonyl-meth-(E)-ylidene]-cyclohex-1-enecarboxylic acid tert-butyl ester 

Relevant articles and documents

General approach to anthrapyran antibiotics exemplified by the synthesis of rac-γ-indomycinone

A new general route to the anthrapyran antibiotics is presented, which allows the attachment of various branched side chains. A key step is the Baker-Venkataraman rearrangement of the propionate 9 to the diketone 10. Acid-catalyzed cyclization gives the ethyl-branched anthrapyranone 11, serving as the starting material for further side-chain elongation. For example, the ethyl-substituted anthrapyranones 12a,b,c, the corresponding bromides 13b,c, the phosphonium salts 14b,c, the olefins 22a,c, and the epoxides 23a,c are prepared by starting from 11. A first example demonstrating the potential of this route is the synthesis of the naturally occurring γ-indomycinone (24b), prepared bycuprate-mediated opening of the epoxide 23a. A general route to the anthrapyran antibiotics is presented, which allows the attachment of various branched side chains. In a first example, an ethyl-branched anthrapyranone, prepared in a Baker-Venkataraman rearrangement, was used to obtain a 1-methylvinyl-substituted anthrapyranone that was transformed into rac-indomycinone via an intermediate epoxide in a cuprate-mediated epoxide opening. Copyright

SYNTHETIC STUDIES ON NOGALAMYCIN CONGENERS ; SYNTHESES AND ANTITUMOR ACTIVITY OF VARIOUS NOGALAMYCIN CONGENERS

Various structural types of nogalamycin congeners and their partial structures, which had been previously synthesized in the course of our synthetic studies on the total syntheses or were originally produced by employing the explored synthetic scheme, were subjected to in vitro cytotoxicity and in vivo antitumor activity assay against P388 murine leukemia.These studies obviously disclosed novel aspects of the structure-activity relationships of nogalamycin congeners.