509-40-0

Basic information

• Product Name: (17R)-1-Acetyl-19,20-didehydro-17,18-epoxycuran-17-ol
• Synonyms: (17R)-1-Acetyl-19,20-didehydro-17,18-epoxycuran-17-ol;Diaboline;N-Acetyl-Wieland-Gumlich aldehyde
• CAS NO: 509-40-0
• Molecular Formula: C21H24N2O3
• Molecular Weight: 352.4269
• Mol File: 509-40-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 187°
• Boiling Point: 624.1°Cat760mmHg
• Flash Point: 331.3°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 1.93E-16mmHg at 25°C
• Refractive Index: 1.697
• CAS DataBase Reference: (17R)-1-Acetyl-19,20-didehydro-17,18-epoxycuran-17-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (17R)-1-Acetyl-19,20-didehydro-17,18-epoxycuran-17-ol(509-40-0)
• EPA Substance Registry System: (17R)-1-Acetyl-19,20-didehydro-17,18-epoxycuran-17-ol(509-40-0)

Safety Data

• Hazardous Substances Data: 509-40-0(Hazardous Substances Data)

Usage

General Description

(17R)-1-Acetyl-19,20-didehydro-17,18-epoxycuran-17-ol is a complex organic chemical compound with a highly specific molecular structure. It is a steroid derivative that is found in certain plants and fungi, and is known for its potent biological activities. (17R)-1-Acetyl-19,20-didehydro-17,18-epoxycuran-17-ol has been found to exhibit anti-inflammatory, immunosuppressive, and antiviral properties, making it a subject of interest for pharmaceutical and medical research. Its unique structure and potential therapeutic effects make it a valuable compound for further study and potential application in the development of new drugs and treatments.

InChI:InChI=1/C21H24N2O3/c1-12(24)23-16-5-3-2-4-15(16)21-7-8-22-11-13-6-9-26-20(25)18(19(21)23)14(13)10-17(21)22/h2-6,14,17-20,25H,7-11H2,1H3

Upstream product

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Relevant articles and documents

Enantioselective total synthesis of (-)-strychnine: Development of a highly practical catalytic asymmetric carbon-carbon bond formation and domino cyclization

An enantioselective total synthesis of (-)-strychnine was accomplished through the use of the highly practical catalytic asymmetric Michael reaction (0.1 mol% of (R)-ALB, greater than kilogram scale, without chromatography, 91% yield and >99% ee), and a domino cyclization that simultaneously constructed the B- and D- rings of strychnine (>77% yield). Newly-developed reaction conditions for thionium ion cyclization, NaBH3CN reduction of the imine moiety in the presence of a Lewis acid to prevent the ring-opening reaction, and chemoselective reduction of the thioether (desulfurization) in the presence of exocyclic olefin were pivotal to complete the synthesis. The described chemistry paves the way for the synthesis of more advanced Strychnos alkaloids. Graphical Abstract.