480-87-5

Basic information

• Product Name: (13S)-14-Deethylidene-13-hydroxy-17-norcrotalanan-11,15-dione
• Synonyms: (13S)-14-Deethylidene-13-hydroxy-17-norcrotalanan-11,15-dione;Dicrotaline
• CAS NO: 480-87-5
• Molecular Formula: C₁₄H₁₉NO₅
• Molecular Weight: 281.3
• Mol File: 480-87-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (13S)-14-Deethylidene-13-hydroxy-17-norcrotalanan-11,15-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (13S)-14-Deethylidene-13-hydroxy-17-norcrotalanan-11,15-dione(480-87-5)
• EPA Substance Registry System: (13S)-14-Deethylidene-13-hydroxy-17-norcrotalanan-11,15-dione(480-87-5)

Safety Data

• Hazardous Substances Data: 480-87-5(Hazardous Substances Data)

Usage

General Description

"(13S)-14-Deethylidene-13-hydroxy-17-norcrotalanan-11,15-dione" is a chemical compound with a complex structure and name. It belongs to the class of crotalane diterpenoid alkaloids, which are natural products found in certain plants. This specific compound is derived from the rauwolfia plant and has been studied for its potential pharmacological properties, including its antitumor and cytotoxic activities. The chemical structure of "(13S)-14-Deethylidene-13-hydroxy-17-norcrotalanan-11,15-dione" contains various functional groups, including hydroxyl and ketone groups, which contribute to its biological activity. Further research is needed to fully understand the potential uses and effects of this compound.

Upstream product

• 503-49-1 meglutol 
• 34695-32-4 3-hydroxy-3-methylglutaric anhydride 
• 81943-18-2 3-methyl-3-trimethylsilyloxyglutaric anhydride 
• 480-85-3 retronecine 
• 107319-94-8 (4aR,8bR)-6,6-Dibutyl-2,3,4,4a,8,8b-hexahydro-5,7-dioxa-2a-aza-6-stanna-cyclopenta[cd]azulene 

Downstream Products

• 503-49-1 meglutol 

Relevant articles and documents

Synthesis and Stereochemistry of Dicrotaline, a Macrocyclic Pyrrolizidine Alkaloid

Dicrotaline (3) and its C-13 epimer (4) have been synthesized and the absolute configuration at C-13 of both alkaloids has been established by specific degradation of each epimer to optically active mevalonolactone.

Macrocyclic Pyrrolizidine Alkaloids. Synthesis and Stereochemistry of (+)-Dicrotaline (13β-Hydroxy-13α-methyl-1,2-didehydrocrotalanine) and (+)-13-epi-Dicrotaline

Treatment of (+)-retronecine (1) with the trimethylsilyl ether of 3-hydroxy-3-methylglutaric anhydride gave a mixture of the 7- and 9-monoesters of (+)-retronecine (1).Lactonisation of this mixture was achieved using the corresponding pyridine-2-thiol esters to give (+)-dicrotaline (13β-hydroxy-13α-methyl-1,2-didehydrocrotalanine) (2) and (+)-13-epi-dicrotaline (3).The absolute configuration at C-13 in both compounds was established by a sequence of selective reactions on each epimer to yield optically active mevalonolactone.