CAS 189453-35-8

(4S,7R,9S,13Z,16S)-4,8-bis[[tert-butyl(dimethyl)silyl]oxy]-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methylthiazol-4-yl)vinyl]-1-oxacyclohexadec-13-ene-2,6-dione

Description:

The chemical substance with the name "(4S,7R,9S,13Z,16S)-4,8-bis[[tert-butyl(dimethyl)silyl]oxy]-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methylthiazol-4-yl)vinyl]-1-oxacyclohexadec-13-ene-2,6-dione" and CAS number "189453-35-8" is a complex organic compound characterized by its intricate stereochemistry and functional groups. It features multiple chiral centers, indicating that it can exist in different stereoisomeric forms, which can significantly influence its biological activity and chemical reactivity. The presence of tert-butyl(dimethyl)silyl groups suggests that the compound may exhibit enhanced stability and solubility, making it suitable for various applications in organic synthesis or medicinal chemistry. Additionally, the inclusion of a thiazole moiety indicates potential biological relevance, as thiazoles are often found in pharmacologically active compounds. The oxacyclohexadecene structure contributes to its unique ring system, which may affect its conformational flexibility and interactions with other molecules. Overall, this compound's complex structure and functionalization suggest it could have specialized applications in research or industry, particularly in fields related to drug development or materials science.

Formula: C₃₉H₆₉NO₅SSi₂

InChI: InChI=1/C39H69NO5SSi2/c1-26-19-18-20-27(2)35(45-48(16,17)38(9,10)11)29(4)36(42)39(12,13)33(44-47(14,15)37(6,7)8)24-34(41)43-32(22-21-26)28(3)23-31-25-46-30(5)40-31/h21,23,25,27,29,32-33,35H,18-20,22,24H2,1-17H3/b26-21-,28-23+/t27-,29+,32-,33-,35?/m0/s1

Oxacyclohexadec-13-ene-2,6-dione, 4,8-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,5,7,9,13-pentamethyl-16-[(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-, (4S,7R,8S,9S,13Z,16S)-

CAS: 189453-35-8

Formula: C₃₉H₆₉NO₅SSi₂

Molecular weight: 720.2049

Ref: IN-DA002DOT

(4S,7R,8S,9S,13Z,16S)-4,8-Bis-{[tert-butyl(dimethyl)silyl]oxy}-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]oxocyclohexadec-13-ene-2,6-dione

Controlled Product

CAS: 189453-35-8

Applications An intermediate in the synthesis of Epothilones. Epothilones are polyketide natural products that inhibit cancer cells by a mechanism similar to paclitaxel, and also are effective against paclitaxel-resistant tumours. Epothilone D is in phase I clinical testing of in patients with advanced solid tumours. Epothilone D is a cytotoxic macrolide that stabilises malignant cells' microtubules and arrests mitosis, a characteristic it shares with other epothilones. They bind to the same hepatic sites as does paclitaxel (Taxol) in a 1:1 stoichiometric ratio of a, b-tubulin heterodimers.
References Hoee, G., et al.: Pure Appl. Chem., 71, 11, 2019 (1999), Giannakakou, P., et al.: Proc. Natl. Acad. Sci. USA, 97, 2904 (2000)

Formula: C₃₉H₆₉NO₅SSi₂

Color and Shape: Neat

Molecular weight: 720.2

Ref: TR-B415780

(4S,7R,8S,9S,13Z,16S)-4,8-Bis-{[tert-butyl(dimethyl)silyl]oxy}-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]oxocyclohexadec-13-ene-2,6-dione

CAS: 189453-35-8

Formula: C₃₉H₆₉NO₅SSi₂

Molecular weight: 720.21

Ref: ST-EA-CP-E298004