25-​Cyclohexyl-​4'-​O-​de(2,​6-​dideoxy-​3-​O-​methyl-​a-​L-​arabino-​hexopyranosyl)​-​5-​demethoxy-​25-​de(1-​methylpropyl)​-​5-​oxo-avermectin A1a

CAS: 404578-37-6

Ref. TR-C988228

Product Information

• Name: 25-​Cyclohexyl-​4'-​O-​de(2,​6-​dideoxy-​3-​O-​methyl-​a-​L-​arabino-​hexopyranosyl)​-​5-​demethoxy-​25-​de(1-​methylpropyl)​-​5-​oxo-avermectin A1a
• Synonyms: (2S,2a'E,2a1'S,4'E,5S,6R,6'S,7'S,8'E,11'R,15'S,17a'R,20a'S)-6-cyclohexyl-2a1'-hydroxy-7'-(((2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-5,6',8',19'-tetramethyl-2a1',5,6,6',7',10',11',14',15',20a'-decahydro-2'H,17'H-spiro[pyran-2,13'-[11,15]methano[1,5]dioxacyclooctadecino[9,8,7-cd]benzofuran]-17',20'(17a'H)-dione

Description

Stability Hygroscopic
Applications 25-​Cyclohexyl-​4'-​O-​de(2,​6-​dideoxy-​3-​O-​methyl-​α-​L-​arabino-​hexopyranosyl)​-​5-​demethoxy-​25-​de(1-​methylpropyl)​-​5-​oxo-avermectin A1a is an intermediate in synthesizing 22,23-Didehydro Selamectin (D439445), an impurity of Selamectin (S247990) which is a topical parasiticide. Selamectin (S247990) is also used as a veterinary antihelminithic agent on animals.
References Eshar, D., et al.: J. Am. Veterin. Med. Association., 241, 1056 (2012); Geis-Asteggiante, L., et al.: J. Chromatograph., 1258, 43 (2012)

• Brand: TRC

Chemical properties

• Molecular weight: 752.93
• Formula: C₄₃H₆₀O₁₁
• Color/Form: Neat
• InChI: InChI=1S/C43H60O11/c1-24-11-10-14-30-23-49-40-36(44)27(4)19-33(43(30,40)47)41(46)51-32-20-31(16-15-25(2)38(24)52-35-21-34(48-6)37(45)28(5)50-35)53-42(22-32)18-17-26(3)39(54-42)29-12-8-7-9-13-29/h10-11,14-15,17-19,24,26,28-29,31-35,37-40,45,47H,7-9,12-13,16,20-23H2,1-6H3/b11-10+,25-15+,30-14+/t24-,26-,28-,31+,32-,33-,34-,35-,37-,38-,39-,40+,42+,43+/m0/s1
• InChI key: InChIKey=DQJCHOQLCLEDLL-UAPAWMPQSA-N
• SMILES: Cc1cccc2sc3[15n][15n][13cH]n3c12