CAS 73162-96-6

(6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]milbemycin B

Description:

The chemical substance known as (6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]milbemycin B, with the CAS number 73162-96-6, is a member of the milbemycin class of compounds, which are derived from the fermentation of the bacterium *Streptomyces hygroscopicus*. This compound exhibits a complex molecular structure characterized by multiple stereocenters, contributing to its specific three-dimensional arrangement and biological activity. Milbemycins are known for their potent anthelmintic properties, making them effective against a variety of parasitic infections in both veterinary and agricultural applications. The presence of functional groups such as epoxy, hydroxy, and silyl groups enhances its stability and solubility, which are critical for its efficacy. Additionally, the compound's stereochemistry plays a significant role in its interaction with biological targets, influencing its pharmacological profile. Overall, this substance is significant in the field of parasitology and has implications for pest control and animal health.

Formula: C₄₀H₆₄O₈Si

InChI: InChI=1S/C40H64O8Si/c1-12-24(2)34-27(5)18-19-39(47-34)22-31-21-30(46-39)17-16-26(4)33(41)25(3)14-13-15-29-23-44-36-35(48-49(10,11)38(7,8)9)28(6)20-32(37(42)45-31)40(29,36)43/h13-16,20,24-25,27,30-36,41,43H,12,17-19,21-23H2,1-11H3/b14-13+,26-16+,29-15+/t24-,25-,27-,30+,31-,32-,33-,34+,35+,36+,39+,40+/m0/s1

InChI key: InChIKey=KTGXNPIVEQITPJ-MCWKAOPLSA-N

SMILES: [C@@H](CC)(C)[C@]1(O[C@@]2(C[C@@]3(C[C@](O2)(C/C=C(\C)/[C@@H](O)[C@@H](C)/C=C/C=C\4/[C@@]5(O)[C@](C(=O)O3)(C=C(C)[C@@H](O[Si](C(C)(C)C)(C)C)[C@]5(OC4)[H])[H])[H])[H])CC[C@@H]1C)[H]

Synonyms:

• (6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]milbemycin B
• 5-O-(tert-Butyldimethylsilyl)dihydroavermectin B1a aglycon
• 5-O-(tert-Butyldimethylsilyl)dihydroavermectin B_1a aglycon
• Milbemycin B, 5-O-demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-(1-methylpropyl)-, [6R,13S,25R(S)]-
• MilbemycinB, 5-O-demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-(1-methylpropyl)-,[6R,13S,25R(S)]-
• Spiro[11,15-methano-2H,13H,17H-furo[4,3,2-pq][2,6]benzodioxacyclooctadecin-13,2'-[2H]pyran],milbemycin B deriv.
• Milbemycin B, 5-O-demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]-, (6R,13S,25R)-

(6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl] Milbemycin B

Controlled Product

CAS: 73162-96-6

Applications (6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl] Milbemycin B is an intermediate used in the synthesis of Milbemycin D (M344290), which is a macrocyclic lactones that can be used as a nematocide and insecticide.
References Arena, J. P., et al.: J. Parasitol 81, 286 (1995); Takiguchi, Y., et al.: J. Antibiot 36, 502 (1983)

Formula: C₄₀H₆₄O₈Si

Color and Shape: Neat

Molecular weight: 701.02

Ref: TR-D729050