38848-21-4

Basic information

• Product Name: 4H-Cyclopenta[a][1,3]dioxolo[4,5-h]pyrrolo[2,1-b][3]benzazepin-1-ol,1,5,6,8,9,14b-hexahydro-2-methoxy-, (1R,3aS,14bR)-rel-
• Synonyms: Cephalotaxine,(?à)- (9CI); 4H-Cyclopenta[a][1,3]dioxolo[4,5-h]pyrrolo[2,1-b][3]benzazepine, cephalotaxinederiv.; (?à)-Cephalotaxine; NSC 239389; dl-Cephalotaxine
• CAS NO: 38848-21-4
• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.3636
• Mol File: 38848-21-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 495.2°Cat760mmHg
• Flash Point: 253.3°C
• Density: 1.38g/cm³
• CAS DataBase Reference: 4H-Cyclopenta[a][1,3]dioxolo[4,5-h]pyrrolo[2,1-b][3]benzazepin-1-ol,1,5,6,8,9,14b-hexahydro-2-methoxy-, (1R,3aS,14bR)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-Cyclopenta[a][1,3]dioxolo[4,5-h]pyrrolo[2,1-b][3]benzazepin-1-ol,1,5,6,8,9,14b-hexahydro-2-methoxy-, (1R,3aS,14bR)-rel-(38848-21-4)
• EPA Substance Registry System: 4H-Cyclopenta[a][1,3]dioxolo[4,5-h]pyrrolo[2,1-b][3]benzazepin-1-ol,1,5,6,8,9,14b-hexahydro-2-methoxy-, (1R,3aS,14bR)-rel-(38848-21-4)

Safety Data

• Hazardous Substances Data: 38848-21-4(Hazardous Substances Data)

Upstream product

• 114978-16-4 2α,3α-dihydroxycephalotaxan-8-one 
• 114956-74-0 2,3,8-trioxocephalotaxane 
• 114942-64-2 N-<2-<3,4-(methylenedioxy)phenyl>ethyl>-3-(2-oxocyclopentyl)propionamide 
• 114942-69-7 1-(2-Benzo[1,3]dioxol-5-yl-ethyl)-1-aza-spiro[4.4]nonane-2,6-dione 
• 114942-74-4 N-<2-<3,4-(methylenedioxy)phenyl>ethyl>-2,6-dioxo-1-azaspiro<4.4>non-7-ene 
• 114942-77-7 N-<2-<3,4-(methylenedioxy)phenyl>ethyl>-6α-hydroxy-2-oxo-1β-azaspiro<4.4>non-7-ene 
• 13838-23-8 N-<2-<3,4-(methylenedioxy)phenyl>ethyl>-1,2,3,4,6,7-hexahydro-5H-1-pyrind-2-one 
• 114942-80-2 2,3-dehydrocephalotaxan-8-one 
• 114942-63-1 N-<2-<3,4-(methylenedioxy)phenyl>ethyl>-1,2,3,4,5,6-hexahydro-4aH-1-pyrind-2-one 
• 114942-79-9 N-<2-<3,4-(methylenedioxy)phenyl>ethyl>-1-azaspiro<4.4>nona-6,8-diene 
• 1484-85-1 3,4-methylenedioxyphenylethylamine 
• 4594-77-8 2-oxocyclopentanepropiononitrile 
• 10333-13-8 1Δ^4a(7a)-hexahydro-2(1H)-pyrindone 
• 57587-09-4 2-<(p-tolylsulfonyl)oxy>-1-<3,4-(methylenedioxy)phenyl>ethane 

Downstream Products

• 26833-87-4 homoharringtonine 

Relevant articles and documents

Au-Catalyzed [2 + 3] Annulation of Enamides with Propargyl Esters: Total Synthesis of Cephalotaxine and Cephalezomine H

A novel Au-catalyzed [2 + 3] annulation reaction of enamides with propargyl esters has been developed, providing a new method for expeditious assembly of synthetically useful functionalized 1-azaspiro[4.4]nonane building blocks. Based on this key annulation, strategic installation of the pivotal azaspirocyclic core, followed by constructing the benzazepine unit via Witkop cyclization, led to the divergent total syntheses of cephalotaxine and cephalezomine H.

Total Synthesis of (+/-)-Cephalotaxine

A total synthesis of (+/-)-cephalotaxine has been achieved in a stereoselective manner by a synthetic sequence involving an acid-catalysed cyclisation of the α-sulphinylacetamide 12 as a key step.

Total synthesis of dl-cephalotaxine. The first example of an intramolecular 4 + 2 cycloaddition where the dienophile has been delivered from the face opposite to the tethering moiety

-