18331-31-2

Basic information

• Product Name: (2R,4aS,13aS)-4-hydroxy-2-methyldecahydro-5H,9H,12H-indeno[7a,1-h]indolizin-12-one
• CAS NO: 18331-31-2
• Molecular Formula: C₁₆H₂₅NO₂
• Molecular Weight: 263.3752
• Mol File: 18331-31-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 430.3°C at 760 mmHg
• Flash Point: 214°C
• Density: 1.19g/cm³
• Vapor Pressure: 3.3E-09mmHg at 25°C
• Refractive Index: 1.579
• CAS DataBase Reference: (2R,4aS,13aS)-4-hydroxy-2-methyldecahydro-5H,9H,12H-indeno[7a,1-h]indolizin-12-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4aS,13aS)-4-hydroxy-2-methyldecahydro-5H,9H,12H-indeno[7a,1-h]indolizin-12-one(18331-31-2)
• EPA Substance Registry System: (2R,4aS,13aS)-4-hydroxy-2-methyldecahydro-5H,9H,12H-indeno[7a,1-h]indolizin-12-one(18331-31-2)

Safety Data

• Hazardous Substances Data: 18331-31-2(Hazardous Substances Data)

Upstream product

• 1042150-18-4 (R)-methyl 3-(4-methyl-6-oxocyclohex-1-enyl)propanoate 
• 14478-53-6 13-Acetyl-8-deoxyserratinin 
• 74046-32-5 Trifluoro-acetic acid (1S,2R,4R,6S)-4-methyl-13-(2,2,2-trifluoro-acetyl)-13-aza-tricyclo[7.7.0.0^1,6]hexadec-8-en-2-yl ester 
• 74046-32-5 Trifluoro-acetic acid (1S,2S,4R,6S)-4-methyl-13-(2,2,2-trifluoro-acetyl)-13-aza-tricyclo[7.7.0.0^1,6]hexadec-8-en-2-yl ester 
• 74030-16-3 C₂₅H₃₁NO₃ 
• 74030-25-4 C₁₈H₂₄F₃NO₃ 
• 76307-26-1 2,2,2-Trifluoro-1-((1S,2S,4R,6S)-2-hydroxy-4-methyl-13-aza-tricyclo[7.7.0.0^1,6]hexadec-8-en-13-yl)-ethanone 
• 76307-26-1 2,2,2-Trifluoro-1-((1S,2R,4R,6S)-2-hydroxy-4-methyl-13-aza-tricyclo[7.7.0.0^1,6]hexadec-8-en-13-yl)-ethanone 
• 74030-23-2 (1S,2S,4R,6S)-2-Hydroxy-4-methyl-13-aza-tricyclo[7.7.0.0^1,6]hexadec-8-en-14-one 
• 74030-23-2 (1S,2R,4R,6S)-2-Hydroxy-4-methyl-13-aza-tricyclo[7.7.0.0^1,6]hexadec-8-en-14-one 
• 89652-47-1 (1S,2S,4R,6S)-4-Methyl-13-aza-tricyclo[7.7.0.0^1,6]hexadec-8-en-2-ol 
• 89652-47-1 (1S,2R,4R,6S)-4-Methyl-13-aza-tricyclo[7.7.0.0^1,6]hexadec-8-en-2-ol 
• 76307-21-6 3-[(3aS,6R,7aS)-3-(3-Amino-propyl)-6-methyl-4-oxo-1,4,5,6,7,7a-hexahydro-inden-3a-yl]-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester; compound with trifluoro-acetic acid 

Relevant articles and documents

Redox divergent synthesis of fawcettimine-type lycopodium alkaloids

A new approach for synthesis of fawcettimine-type Lycopodium alkaloids is described. A divergent strategy was achieved by applying stereoselective Diels-Alder reaction followed by redox-controlled elaboration. Eventually, (-)-8-deoxyserratinine, (+)-fawcettimine, (-)-lycopoclavamine-A, (-)-serratine, (-)-lycopoclavamine-B and (-)-serratanidine were successfully accessed. A class reunion: The divergent synthesis of fawcettimine-type Lycopodium alkaloids is reported. The present synthetic study features stereoselective Diels-Alder reactions to construct carbon cores of alkaloids. Subsequently, (-)-8-deoxyserratinine, (+)-fawcettimine, (-)-lycopoclavamine-A, (-)-serratine, (-)-lycopoclavamine-B and (-)-serratanidine were synthesized from the common synthetic intermediate via stereoselective reduction or oxygenation.

Divergent and efficient syntheses of the Lycopodium alkaloids (-)-Lycojaponicumin C, (-)-8-deoxyserratinine, (+)-fawcettimine, and (+)-fawcettidine

Four from one: The four title alkaloids (structures shown in blue box) have been synthesized by using a common versatile intermediate with a 6/5/5 tricyclic skeleton. This tricyclic intermediate could be easily assembled by using an intramolecular carbene addition/cyclization and a Dieckmann condensation/Tsuji-Trost allylation as key steps. Copyright

Total syntheses of lycopodium alkaloids (+)-fawcettimine, (+)-fawcettidine, and (-)-8-deoxyserratinine

A shared story: Three fawcettimine- and serratinine-type Lycopodium alkaloids are prepared from a common tetracyclic spirodiketone intermediate in concise total syntheses (see scheme). The intermediate was constructed by a remarkable biosynthesis-inspired