(3beta,5alpha)-17-Oxoandrostan-3-yl 4-methylbenzenesulfonate | CAS No. 10429-07-9

(3beta,5alpha)-17-Oxoandrostan-3-yl 4-methylbenzenesulfonate

Basic Information

CAS Number

10429-07-9

Molecular Formula

C26H36O4S

Molecular Weight

444.64 g/mol

AD

Basic Physical Properties

Cc1ccc(cc1)S(=O)(=O)O[C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C

InChI

InChI=1S/C26H36O4S/c1-17-4-7-20(8-5-17)31(28,29)30-19-12-14-25(2)18(16-19)6-9-21-22-10-11-24(27)26(22,3)15-13-23(21)25/h4-5,7-8,18-19,21-23H,6,9-16H2,1-3H3/t18-,19-,21-,22-,23-,25-,26-/m0/s1

InChIKey

HNTMKSKJRZRWKS-MWLOVLLCSA-N

LogP

5.680720000000006

Topological Polar Surface Area

60.440000000000005 Ų

Hydrogen Bond Donor/Acceptor

0 / 4

Synonyms & References

English

  • (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxohexadecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-methylbenzenesulfonate
  • 3β-(4-methylphenylsulfonyloxy)-5α-androstan-17-one
  • 3β-(toluene-4-sulfonyloxy)-5α-androstan-17-one
  • 3β-(Toluol-4-sulfonyloxy)-5α-androstan-17-on
  • 3β-(tosyloxy)-5αH-androstan-17-one
  • 3β-hydroxyandrostan-17-one p-tosylate
  • 3β-p-tolylsulphonyloxy-5α-androstan-17-one
  • 3β-tosyloxy-5α-androstan-17-one

FAQ

What are the physical and chemical properties of (3beta,5alpha)-17-Oxoandrostan-3-yl 4-methylbenzenesulfonate (CAS: 10429-07-9)?

(3beta,5alpha)-17-Oxoandrostan-3-yl 4-methylbenzenesulfonate is a crystalline compound with a molecular weight of approximately 432.48 g/mol. It has a low solubility in water but is soluble in organic solvents like methanol and ethanol. The compound is moderately reactive, displaying typical behavior for esters and sulfonates. It is stable under normal conditions but should be stored away from strong acids and bases.

How is (3beta,5alpha)-17-Oxoandrostan-3-yl 4-methylbenzenesulfonate (CAS: 10429-07-9) typically synthesized?

(3beta,5alpha)-17-Oxoandrostan-3-yl 4-methylbenzenesulfonate is typically synthesized through a multi-step process involving the conversion of androst-3-ene-17-one to the 17-oxo derivative, followed by esterification with 4-methylbenzenesulfonyl chloride. The reaction is catalyzed by a suitable acid or base, and the product is isolated by recrystallization. This method provides a yield of approximately 75-85%.

What industries use (3beta,5alpha)-17-Oxoandrostan-3-yl 4-methylbenzenesulfonate (CAS: 10429-07-9)?

(3beta,5alpha)-17-Oxoandrostan-3-yl 4-methylbenzenesulfonate finds applications in the pharmaceutical industry, particularly in the synthesis of progestogens. It is also used in the production of certain agrochemicals and as a precursor in fine chemical synthesis. Its use in polymer science and sensor technology is limited but continues to be explored for specialized applications.

What precautions should be taken when handling (3beta,5alpha)-17-Oxoandrostan-3-yl 4-methylbenzenesulfonate (CAS: 10429-07-9)?

When handling (3beta,5alpha)-17-Oxoandrostan-3-yl 4-methylbenzenesulfonate, proper personal protective equipment (PPE) including gloves, safety goggles, and a lab coat is essential. The compound should be handled in a fume hood to avoid inhalation. Spills should be cleaned up immediately with appropriate absorbent materials. For detailed safety information, refer to the Safety Data Sheet (SDS).

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