Production Method 1

1207530-25-3

93710-27-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Catalysts: Tetraethylammonium chloride Solvents: Dichloromethane ;  12 h, rt
1.2 Reagents: Sodium carbonate Solvents: Water ;  rt

Reference

Transformations of the 2,7-Seco Aspidosperma Alkaloid Leuconolam, Structure Revision of epi-Leuconolam, and Partial Syntheses of Leuconoxine and Leuconodines A and F

Low, Yun-Yee; Hong, Fong-Jiao; Lim, Kuan-Hon; Thomas, Noel F.; Kam, Toh-Seok, Journal of Natural Products, 2014, 77(2), 327-338

Production Method 2

93710-27-1

Reaction Conditions

Reference

Generation of acyclic chiral building blocks containing a quaternary stereocenter. Formal synthesis of alkaloids of the leuconolam-leuconoxine-mersicarpine group

Ordeix, Sergi; Alcaraz, Marta; Llor, Nuria; Calbo, Arnau; Bosch, Joan; et al, Tetrahedron, 2020, 76(51),

Production Method 3

93710-27-1

Reaction Conditions

Reference

Progress in total syntheses of Leuconolam-Leuconoxine-Mersicarpine alkaloids

Geng, Qian; Li, Zining; Lu, Zhe; Liang, Guangxin, Youji Huaxue, 2016, 36(7), 1447-1464

Production Method 4

93710-27-1

Reaction Conditions

Reference

Selective syntheses of leuconolam, leuconoxine, and mersicarpine alkaloids from a common intermediate through regiocontrolled cyclizations by Staudinger reactions

Li, Zining; Geng, Qian; Lv, Zhe; Pritchett, Beau P.; Baba, Katsuaki; et al, Organic Chemistry Frontiers, 2015, 2(3), 236-240

Production Method 5

1207530-25-3

93710-27-1

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ,  Water ;  30 min, rt

Reference

Synthesis of leuconoxine, leuconodine B, and rhazinilam by transformation of melodinine E via 6-hydro-21-dehydroxyleuconolam

Umehara, Atsushi; Ueda, Hirofumi; Tokuyama, Hidetoshi, Tetrahedron, 2021, 79,

Production Method 6

1207530-25-3

93710-27-1

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Tetrahydrofuran ,  Water ;  2.5 h, 40 °C

Reference

Total Syntheses of (-)-Mersicarpine, (-)-Scholarisine G, (+)-Melodinine E, (-)-Leuconoxine, (-)-Leuconolam, (-)-Leuconodine A, (+)-Leuconodine F, and (-)-Leuconodine C: Self-Induced Diastereomeric Anisochronism (SIDA) Phenomenon for Scholarisine G and Leuconodines A and C

Xu, Zhengren; Wang, Qian; Zhu, Jieping, Journal of the American Chemical Society, 2015, 137(20), 6712-6724

Production Method 7

93710-27-1

Reaction Conditions

Reference

The Diaza[5.5.6.6]fenestrane Skeleton-Synthesis of Leuconoxine Alkaloids

Pfaffenbach, Magnus; Gaich, Tanja, Chemistry - A European Journal, 2016, 22(11), 3600-3610

Production Method 8

155416-24-3

93710-27-1

1443338-01-9

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Tetrahydrofuran ,  Water ;  2.5 h, 40 °C

Reference

Enantioselective Total Syntheses of Leuconolam-Leuconoxine-Mersicarpine Group Monoterpene Indole Alkaloids

Xu, Zhengren; Wang, Qian; Zhu, Jieping, Journal of the American Chemical Society, 2013, 135(51), 19127-19130

Production Method 9

36193-36-9

93710-27-1

1207530-25-3

Reaction Conditions

1.1 Reagents: Pyridinium chlorochromate Solvents: Dichloromethane ;  16 h, 18 °C

Reference

Enantioselective total syntheses of the alkaloids (-)-rhazinal, (-)-rhazinilam, (-)-leuconolam and (+)-epi-leuconolam

Banwell, Martin G.; Beck, Daniel A. S.; Willis, Anthony C., ARKIVOC (Gainesville, 2006, (3), 163-174

Indolizino[8,1-ef][1]benzazonine-6,13(5H,9H)-dione,8a-ethyl-7,8,8a,10,11,12a-hexahydro-12a-hydroxy-, (8aR,12aS,14bS)- Raw materials

• 6,7-Dehydroleuconoxine
• Leuconoxine
• (R)-Rhazinilam

Indolizino[8,1-ef][1]benzazonine-6,13(5H,9H)-dione,8a-ethyl-7,8,8a,10,11,12a-hexahydro-12a-hydroxy-, (8aR,12aS,14bS)- Preparation Products

• rel-(8aR,12aS,14aS)-8a-Ethyl-7,8,8a,10,11,12a-hexahydro-12a-hydroxyindolizino[8,1-ef][1]benzazonine-6,13(5H,9H)-dione (1443338-01-9)
• 6,7-Dehydroleuconoxine (1207530-25-3)
• Indolizino[8,1-ef][1]benzazonine-6,13(5H,9H)-dione,8a-ethyl-7,8,8a,10,11,12a-hexahydro-12a-hydroxy-, (8aR,12aS,14bS)- (93710-27-1)

• 1. Establishing the accuracy of position-specific carbon isotope analysis of propane by GC-pyrolysis-GC-IRMS
  ChangjieLiu,PengLiu,XiaofengWang,XiaoqiangLi,JuskeHorita
• 2. Essential effect of the electrolyte on the mechanical and chemical degradation of LiNi0.8Co0.15Al0.05O2 cathodes upon long-term cycling??
  Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
• 3. Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides?
  Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
• 4. Emerging investigator series: bacteriophages as nano engineering tools for quality monitoring and pathogen detection in water and wastewater
  Fereshteh Bayat Environ. Sci.: Nano, 2021,8, 367-389
• 5. Evolution of dealloying induced strain in nanoporous gold crystals?
  Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693

• Solvents and Organic Chemicals Organic Compounds Alkaloids and derivatives Rhazinilam alkaloids Rhazinilam alkaloids
• Solvents and Organic Chemicals Organic Compounds Alkaloids and derivatives Rhazinilam alkaloids
• Natural Products and Extracts Plant Extracts Plant based Leuconotis griffithii

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