5-O-[(1,1-Dimethylethyl)dimethylsilyl] Ivermectin-2,6-dideoxy-2-iodo-3,4-diacetato α-L-Glucopyranose

Ref. TR-D940840

Product Information

• Name: 5-O-[(1,1-Dimethylethyl)dimethylsilyl] Ivermectin-2,6-dideoxy-2-iodo-3,4-diacetato α-L-Glucopyranose
• Synonyms: [(2S,3S,4R,5R)-4-acetyloxy-6-[(2S,3S,4S,6R)-6-[(1R,4S,5'S,6R,6'R,8R,10E,12S,13S,14E,16E,20R,21R,24S)-6'-[(2S)-butan-2-yl]-21-[tert-butyl(dimethyl)silyl]oxy-24-hydroxy-5',11,13,22-tetramethyl-2-oxospiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-12-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-5-iodo-2-methyloxan-3-yl] acetate

Description

Applications 5-O-[(1,1-Dimethylethyl)dimethylsilyl] Ivermectin-2,6-dideoxy-2-iodo-3,4-diacetato α-L-Glucopyranose is an intermediate in the synthesis of 3”-O-Demethyl Ivermectin (D292875) which is an impurity of Ivermectin (I940800), an antiparasitic drug that is active against a wide variety of nematode and arthropod parasites and is used to treat scabies and lice in humans.
References Campbell, W., et al.: Science, 221, 823 (1983); Glaziou, P., et al.: Trop. Med. Parasitol., 45, 253 (1994); Meinking, T., et al.: New Engl. J. Med., 333, 26 (1995)

• Brand: TRC

Chemical properties

• Molecular weight: 1185.297
• Formula: C₅₇H₈₉IO₁₆Si
• Color/Form: Neat
• InChI: InChI=1S/C57H89IO16Si/c1-17-30(2)47-33(5)23-24-56(73-47)28-41-26-40(72-56)22-21-32(4)46(70-44-27-43(63-14)49(35(7)65-44)71-54-45(58)51(68-38(10)60)50(36(8)66-54)67-37(9)59)31(3)19-18-20-39-29-64-52-48(74-75(15,16)55(11,12)13)34(6)25-42(53(61)69-41)57(39,52)62/h18-21,25,30-31,33,35-36,40-52,54,62H,17,22-24,26-29H2,1-16H3/b19-18+,32-21+,39-20+/t30-,31-,33-,35-,36-,40+,41-,42-,43-,44-,45+,46-,47+,48+,49-,50-,51-,52+,54?,56+,57+/m0/s1
• InChI key: InChIKey=HBZQISSBYNYNFS-KCWYWDBHSA-N
• SMILES: CC[C@H](C)[C@H]1O[C@]2(CC[C@@H]1C)C[C@@H]1C[C@@H](C/C=C(\C)[C@@H](O[C@H]3C[C@H](OC)[C@@H](OC4O[C@@H](C)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]4I)[C@H](C)O3)[C@@H](C)/C=C/C=C3\CO[C@@H]4[C@H](O[Si](C)(C)C(C)(C)C)C(C)=C[C@@H](C(=O)O1)[C@]34O)O2