Exemestane NEW

Chinese name: Exemestane

English name :Exemestane

CAS number :107868-30-4

Molecular formula :C20H24O2

Molecular weight :296.4

EINECS number :643-090-2

Melting point :155.13°C

Boiling point :453.7±45.0 °C(Predicted)

Density :1.13± 0.1g /cm3(Predicted)

Storage conditions :2-8°C

Solubility: dimethyl sulfoxide: ≥20mg/mL

Form: Powder

Color: White to almost white

optical activity :[α]/D +250 to +300°, c = 1 in methanol

InChI: InChI = 1 s/C20H24O2 / c1-12-10-14-12-10-14-18 (22) 20 (15, 3) 9-7-16 (14), 19 (2), 9-7-16 (21) 11-17 (12) 19 / h6, 8,11,14-16 h, 1, 4-5,7,9-1 0 h2, 2-3 h3 / t14 -, 15 -, 16 -, 19 + 20 - / m0 / s1

InChIKey:BFYIZQONLCFLEV-DAELLWKTSA-N

SMILES:C1(=O)C=C2[C@](C)(C=C1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)C(=O)CC3)CC2=C

Use: Exemestane is a steroid aromatase inactivator, its structure is similar to the natural substrate of aromatase androstenedione, is the false substrate of aromatase

Synthesis: 6-methylene-androstene-4-ene-3, 17-dione (2) was synthesized from androstene-4-ene-3, 17-dione (3) by condensation with triethyl orthoformate, N-methylaniline and 40% formaldehyde solution, and then 1 was prepared by oxidation with 2, 3-dichloro-5,6 chemicalbook-dicyanoquinone (DDQ). Adding a certain amount of weak acid in oxidative dehydrogenation can shorten the reaction time from 15h to 8h, and the yield can be increased from 47% to 62%. The reaction conditions were mild, the separation was simple and the total yield was 45%.