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1-[[(1R,8aR)-2,3,4,5,6,7,8,8a-octahydro-1H-quinolizin-1-yl]methyl]piperidine-2,6-dione is an alkaloid compound derived from the leaves of Lamprolobium fruticosum. It is a colorless oil with a specific rotation of [α]20D + 29° (EtOH) and forms a crystalline picrate with a melting point of 153-4°C. 1-[[(1R,8aR)-2,3,4,5,6,7,8,8a-octahydro-1H-quinolizin-1-yl]methyl]pipe ridine-2,6-dione can be hydrolyzed to yield glutaric acid and (+)-l-aminoethylquinolizidine, with the stereochemistry of the latter confirmed through the synthesis of its N-acetyl derivative. The structure of the compound has been confirmed using infrared, NMR, and mass spectrometry. Additionally, the total synthesis of the optically inactive alkaloid and its epimer has been achieved.

18688-40-9

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18688-40-9 Usage

Uses

Unfortunately, the provided materials do not mention any specific applications or uses for 1-[[(1R,8aR)-2,3,4,5,6,7,8,8a-octahydro-1H-quinolizin-1-yl]methyl]piperidine-2,6-dione. Further research would be required to determine its potential applications in various industries.

References

Hart, Johns, Lamberton., Chem. Commun., 302 (1968) Hart, Johns, Lamberton., Austral. J. Chem., 21, 1619 (1968) Synthesis: Jeffcoat., Diss. Abstr. Int., 30B, 4973 (1970) Yamada, Hatano, Matsui., Agr. Bioi. Chem., 34, 1536 (1970)

Check Digit Verification of cas no

The CAS Registry Mumber 18688-40-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,6,8 and 8 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 18688-40:
(7*1)+(6*8)+(5*6)+(4*8)+(3*8)+(2*4)+(1*0)=149
149 % 10 = 9
So 18688-40-9 is a valid CAS Registry Number.
InChI:InChI=1/C15H24N2O2/c18-14-7-3-8-15(19)17(14)11-12-5-4-10-16-9-2-1-6-13(12)16/h12-13H,1-11H2/t12-,13-/m1/s1

18688-40-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-[[(1R,9aR)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-1-yl]methyl]piperidine-2,6-dione

1.2 Other means of identification

Product number -
Other names Lamprolobine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18688-40-9 SDS

18688-40-9Downstream Products

18688-40-9Relevant academic research and scientific papers

New syntheses of (±)-lamprolobine and (±)-epilamprolobine

Michael,Jungmann

, p. 10211 - 10220 (2007/10/02)

(±)-Lamprolobine 1 and (±)-epilamprolobine 4 were prepared by a route featuring sulphide contraction of thiolactam 7 with bromoacetonitrile to give vinylogous cyanamide 8, reduction and ring closure to the unsaturated quinolizidine 11, and selective reduction of the latter to set up appropriate stereochemistry for the target alkaloids.

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