86980-98-5

Upstream product

• 58633-49-1 1-<2-(3-Indolyl)ethyl>-6-oxo-1,6-dihydronicotinsaeure 
• 6018-41-3 methyl coumalate 
• 500-05-0 2H-pyran-2-one-5-carboxylic acid 
• 23090-18-8 2-oxo-2H-pyran-5-carbonyl chloride 
• 86980-96-3 3-Ethoxycarbonyl-6,7-dihydroindolo<2,3-a>chinolizin-5(12H)-iumchlorid 
• 86981-01-3 1-<2-(3-Indolyl)ethyl>-6-oxo-1,6-dihydronicotinsaeure-ethylester 
• 61-54-1 tryptamine 
• 112547-10-1 ethyl 5-<2-(3-indolyl)ethylamino>-4-ethoxycarbonyl-pentadienoate 
• 112547-07-6 C₉H₁₃O₄^(1-)*Li⁽¹⁺⁾ 
• 112547-08-7 (E)-4-[1-[(3-Acetylamino-propyl)-methyl-amino]-meth-(Z)-ylidene]-pent-2-enedioic acid diethyl ester 
• 86980-97-4 1,4,6,7,12,12b-Hexahydroindolo<2,3-a>chinolizin-3-carbonsaeure-ethylester 

Downstream Products

• 56491-03-3 (+/-)-deplancheine 

Relevant academic research and scientific papers

EINE NEUE TOTALSYNTHESE VON (+/-)DEPLANCHEIN

The key step in this synthesis, basing on the toluene-tricarbonylchrome promoted 1.4-H2 addition on the diene 7, proceeds with nearly 100 percent yield and full stereoselectivity.

Retro-biosynthetic construction of corynanthe alkaloid skeletons from rhynchophylline alkaloids

Rhynchophylline alkaloids are bio-synthesized from corynanthe alkaloids via an oxidative rearrangement. We demonstrate here that corynanthe alkaloids could be generated from rhynchophylline alkaloids in a retro-biosynthetic manner via a Wagner-Meerwein rearrangement. A series of corynanthe analogues were afforded with good functional group tolerance and satisfactory yields.

Allo-, Epiallo- and Pseudoyohimbanes as well as Heteroyohimbanes by Reaction of a Tetracyclic Aldehyde with Acetoacetate in Different Solvents

The reaction of methyl acetoacetate with 4 in CH3OH/ CH3ONa leads to 11 and 12 with yohimbane skeleton but bicyclo ring E.In DMF/ tBuOK, the epialloheteroyohimbane 13 is produced in fairly good yield, whereas in THF/ NaH the allo-19-hydroxyyohimbinone 17 is formed, which undergoes thermal decomposition to the alloyohimb-18-enone 19.Finally, a full description of an early mentioned synthesis of rac-deplancheine (7) is given.

MODELS OF FOLATE COFACTORS 18. APPLICATION IN AN APPROACH TO THE SYNTHESIS OF INDOLOQUINOLIZINE ALKALOIDS

The substituted 5,10-methylenetetrahydrofolate models 5b and 7, prepared by the addition of glutaconate ester anion to 1-acetyl-3,4,4-trimethyl-2-imidazolinium iodide (2b) and 1-acetyl-3-methyl-1,4,5,6,-tetrahydropyrimidinium iodide (3) transfer the C(2)-carbons with the attached functional groups to give an indole derivative which serves as a convenient precursor for the synthesis of nor-deplancheine (21) and nor-epigeissoschizoate (27).

AN APPROACH TO INDOLOQUINOLIZIDINE ALKALOIDS VIA FOLATE MODELS

Carbon fragment transfer via a 5,10-methylenetetrahydrofolate model has been utilized in the crucial step in the synthesis of heterocyclic systems related to indoloquinolizidine alkaloids.