(5alpha)-17-Butyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one | CAS No. 503090-99-1

(5alpha)-17-Butyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one

Basic Information

CAS Number

503090-99-1

Molecular Formula

C20H25NO4

Molecular Weight

343.42 g/mol

AD

Basic Physical Properties

Boiling Point

540.5±50.0 °C(Predicted)

Density

1.37±0.1 g/cm3(Predicted)

CCCCN1CC[C@@]23[C@H]4OC5C2=C(C[C@@H]1[C@]3(O)CCC4=O)C=CC=5O

InChI

InChI=1S/C20H25NO4/c1-2-3-9-21-10-8-19-16-12-4-5-13(22)17(16)25-18(19)14(23)6-7-20(19,24)15(21)11-12/h4-5,15,18,22,24H,2-3,6-11H2,1H3/t15-,18+,19+,20-/m1/s1

InChIKey

QTHCSWUOQYHRFK-XFWGSAIBSA-N

LogP

1.9155000000000002

pKa

9.17±0.40(Predicted)

Topological Polar Surface Area

70.0 Ų

Hydrogen Bond Donor/Acceptor

2 / 5

Synonyms & References

English

  • Naltrexone EP Impurity H
  • Naltrexone EP Impuirty H
  • LTREXONE HYDROCHLORIDE - IMPURITY H
  • Naltrexone-008
  • N-Butyl Noroxymorphone (1.0 mg/ml in Methanol)
  • Morphinan-6-one, 17-butyl-4,5-epoxy-3,14-dihydroxy-, (5α)- (9CI)
  • Morphinan-6-one, 17-butyl-4,5-epoxy-3,14-dihydroxy-, (5a)-

FAQ

What are the physical and chemical properties of (5alpha)-17-Butyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one (CAS: 503090-99-1)?

The compound (5alpha)-17-Butyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one is a crystalline solid with a molecular weight of approximately 365.48 g/mol. It has a low solubility in water but is more soluble in organic solvents such as methanol and ethanol. The compound is known for its epoxide functionality and hydroxyl groups, which make it reactive towards nucleophiles and electrophiles. It is susceptible to hydrolysis under basic conditions.

How is (5alpha)-17-Butyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one (CAS: 503090-99-1) typically synthesized?

(5alpha)-17-Butyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one can be synthesized via a multi-step process involving the epoxidation of a precursor, followed by ring opening and substitution reactions. Common catalysts include transition metals like palladium, and the overall yield can range from 50% to 70%, depending on the reaction conditions and optimization of the process.

What industries use (5alpha)-17-Butyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one (CAS: 503090-99-1)?

(5alpha)-17-Butyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one is primarily used in the pharmaceutical industry as an intermediate in the synthesis of morphinan derivatives. It is also utilized in the production of certain polymers and materials due to its functional groups, which can be further modified to impart specific properties.

What precautions should be taken when handling (5alpha)-17-Butyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one (CAS: 503090-99-1)?

When handling (5alpha)-17-Butyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one, it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be handled in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbent materials and following safety protocols. Always consult the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.

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