186768-50-3

Basic information

• Product Name: (E)-(1R,2S,5S,10S,11R,14S,15R,16S,18R)-1-Hydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-3-one
• Synonyms: (E)-(1R,2S,5S,10S,11R,14S,15R,16S,18R)-1-Hydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-3-one
• CAS NO: 186768-50-3
• Molecular Weight: 504.664
• Mol File: 186768-50-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-(1R,2S,5S,10S,11R,14S,15R,16S,18R)-1-Hydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-(1R,2S,5S,10S,11R,14S,15R,16S,18R)-1-Hydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-3-one(186768-50-3)
• EPA Substance Registry System: (E)-(1R,2S,5S,10S,11R,14S,15R,16S,18R)-1-Hydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-3-one(186768-50-3)

Safety Data

• Hazardous Substances Data: 186768-50-3(Hazardous Substances Data)

Upstream product

• 122547-72-2 (1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one 
• 128539-57-1 Thiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16R,17S,18R)-1-hydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-17-yl) ester O-phenyl ester 

Downstream Products

• 186768-52-5 (E)-(1R,2S,5S,10S,11R,14S,15R,16S,18R)-18-Hydroxy-10,11-dimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-3-one 
• 186768-51-4 (E)-(1R,2S,5S,10S,11R,14S,15R,16S)-10,11-Dimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-ene-3,18-dione 

Relevant articles and documents

Antibiotics from gliding bacteria, LXXIX: Chemical modification of the antifungal macrolide soraphen A1α: Deoxygenation in the south-east ring segment

The present paper describes the chemical modification of the antifungal macrolide soraphen A1α (1) by selective removal of oxygen substituents in the south-east ring segment. In the course of this investigation two key derivatives were prepared: 4-demethyl-5-O-(4-methoxybenzyl)-4-episoraphen (6) and 3,5-dideoxy-4-oxosoraphen (22). 6 served as precursor for 4-demethoxysoraphen (19) and 4-demethoxy-5-deoxysoraphen (20). 22 was used for the deoxygenation in positions C-3, C-4 and C-5 and for the synthesis of 3,5-didesoxysoraphen (24) as well as 4-demethoxy-3,5-dideoxysoraphen (27). The comparison of the antifungicidal activity of these derivatives showed that the OH group in position C-3 is essential for the biological activity of the soraphens. VCH Verlagsgescllschaft mbH, 1997.