66087-98-7

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 66087-97-6 (2S)-3-(2-Indolyl)-2-(tosylamino)propyl toluene-p-sulfonate 
• 73-22-3 L-Tryptophan 
• 154-09-6 L-tryptophanol 
• 151-50-8 potassium cyanide 
• 854457-16-2 3-(1H-3-indolyl)-2-(tosylamino)propyl toluene-4-sulfonate 

Downstream Products

• 318276-43-6 (1S,3S)-2-Benzyl-3-cyanomethyl-1-formylmethyl-2,3,4,9-tetrahydro-9-methyl-1H-pyrido[3,4-b]indole 
• 179939-66-3 (1S,3S)-2-Benzyl-3-cyanomethyl-1-(2-hydroxyethyl)-2,3,4,9-tetrahydro-9-methyl-1H-pyrido[3,4-b]indole 
• 651006-22-3 C₂₅H₂₆N₂O₂ 
• 651006-21-2 C₂₅H₂₇N₃O 
• 651006-23-4 C₂₅H₂₈N₂O₂ 
• 651006-20-1 C₂₆H₂₇N₃O₂ 
• 651006-18-7 {2-benzyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-9-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-3-yl}-acetonitrile 
• 651006-24-5 {2-benzyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,3,4,9-tetrahydro-1H-β-carbolin-3-yl}-acetonitrile 
• 318269-57-7 C₂₃H₂₁N₃O 
• 189828-36-2 (6S,8S,9S,10S)-12-Benzyl-9-cyano-8-hydroxy-5-methyl-6,7,8,9,10,11-hexahydro-6,10-epimino-5H-cyclooct[b]indole 
• 157364-80-2 C₂₃H₂₁N₃O 
• 157402-88-5 (6S,10S,8E)-12-Benzyl-9-cyano-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooct[b]indole 
• 122490-85-1 C₂₃H₂₄N₂O 
• 143120-74-5 (6S,10S,8E)-12-Benzyl-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooctindole-9-carbaldehyde 

Relevant academic research and scientific papers

Bisindole alkaloid compound as well as synthesis method and application thereof

The invention discloses a bisindole alkaloid compound as well as a synthesis method and application thereof. The compound has a structure as shown in formula I. In the formula I, R1 is independently selected from C1-C4 alkoxy or hydrogen; if R1 is alkoxy, n is 1 or 2; R2 is independently selected from C1-C4 alkyl groups or hydrogen; R3 is independently selected from a group consisting of C1-C4 alkoxy carbonyl groups or hydrogen; R4 is hydrogen; R5 is independently selected from a C1-C4 alkyl group or a C1-C4 hydroxyalkyl group; and R6 is independently selected from carbonyl, hydroxyl or hydrogen. The bisindole alkaloid compound can selectively relax pulmonary artery, inhibit proliferation of pulmonary artery endothelial cells and vascular smooth muscle cells, reduce right ventricular diastolic pressure of mice with pulmonary arterial hypertension and inhibit right ventricular hypertrophy. The bisindole alkaloid compound can resist drug addiction in a dose-dependent manner, has a chemical structure type different from that of an existing anti-addiction drug, and is expected to be developed into a novel anti-addiction drug.

Cyanomethyl substituted N-Acyl Tryptamines

The present invention relates to cyanomethyl substituted N-acyl tryptamines of the formula I in which R1, R2, R3, R4, R5, Q, X and W have the meaning as defined in the description. The compounds according to the invention are effective FSH antagonists and

Total synthesis of (-)-raumacline

The total synthesis of (-)-raumacline from L-tryptophan was achieved, featuring a cis-specific Pictet-Spengler reaction, a stereoselective Dieckmann cyclization, and an epimerization step that allowed complete stereocontrol of five chiral centres.

New asymmetric route to bridged indole alkaloids: Formal enantiospecific syntheses of (-)-suaveoline, (-)-raumacline and (-)-Nb-methylraumacline

The homologous nitrile 13 derived from L-tryptophan undergoes a modified Pictet-Spengler reaction with methyl propynoate, under conditions of kinetic control, to afford the cis-tetrahydro-β-carboline 15a (cis:trans = 77:23). After protection, Dieckmann-Thorpe cyclisation to the bridged keto nitrile 20 proceeds in 90% yield. Simple functional group modifications via the alcohol 21a and nitrile 22 (structures confirmed by X-ray crystallography) allow convergence with the tetracyclic α,β-unsaturated aldehyde 10, which is an advanced intermediate for the synthesis of a range of bridged indole alkaloids.

A new asymmetric route to bridged indole alkaloids: Formal syntheses of (-)-suaveoline, (-)-raumacline and (-)-Nb-methylraumacline

When the homologated nitrile 11 derived from L-tryptophan undergoes a modified Pictet-Spengler reaction with methyl propynoate, the resulting cis-tetrahydro-β-carboline 12a is ideally functionalised for cyclisation to the bridged ketonitrile 14; simple functional group modifications via the nitrile 15 (structure confirmed by X-ray crystallography) allow convergence with the tetracyclic α,β-unsaturated aldehyde 10, which is an advanced intermediate for the synthesis of a range of bridged indole alkaloids.