149218-98-4

Upstream product

• 526-55-6 2-(3-indole)-ethanol 
• 100-39-0 benzyl bromide 
• 13137-14-9 acetic acid 2-(1H-indol-3-yl)ethyl ester 

Downstream Products

• 915415-65-5 1-benzyl-3-(2-(benzyloxy)ethyl)-1H-indole-2-carbaldehyde 
• 915415-68-8 (S_s)-(-)-N-[(1S)-1-{1-benzyl-3-[2-(benzyloxy)ethyl]-1H-indol-2-yl}-2-(3-cyanopyridin-4-yl)ethyl]-4-methylbenzenesulfinamide 
• 1026356-02-4 3-[1-benzyl-3-(2-benzyloxy-ethyl)-1H-indol-2-yl]-1-methyl-3,4-dihydro-[2,7]naphthyridine 
• 915415-67-7 (S)-(+)-N-((1E)-{1-benzyl-3-[2-(benzyloxy)ethyl]-1H-indol-2-yl}methylidene)-4-methylbenzenesulfinamide 

Relevant academic research and scientific papers

Dearomative Indole (3 + 2) Reactions with Azaoxyallyl Cations - New Method for the Synthesis of Pyrroloindolines

Herein, we report the first examples of the synthesis of pyrroloindolines by means of (3 + 2) dearomative annulation reactions between 3-substituted indoles and highly reactive azaoxyallyl cations. Computational studies using density functional theory (DFT) (B3LYP-D3/6-311G++) support a stepwise reaction pathway in which initial C-C bond formation takes place at C3 of indole, followed by ring closure to give the observed products. Insights gleaned from these calculations indicate that the solvent, either TFE or HFIP, can stabilize the transition state through H-bonding interactions with oxygen of the azaoxyallyl cation and other relevant intermediates, thereby increasing the rates of these reactions.

Total synthesis of (-)-normalindine via addition of metalated 4-methyl-3-cyanopyridine to an enantiopure sulfinimine

A concise total asymmetric synthesis of the tetrahydronaphthyridine alkaloid (-)-normalindine has been accomplished via the addition of a laterally metalated 4-methyl-3-cyanopyridine to a sulfmimine (N-sulfmyl imine) as the key step.

Synthesis of Novel HMG-CoA Reductase Inhibitors, II. Heterocyclic Analogs of Mevinolin

The indole (1) and chroman analogs (2) of mevinolin and their 6S diastereomers 15c and 25d were synthesized in several steps starting with methyl (R)-3--4-formylbutyrate (12) and 2-(indol-3-yl)ethanol (3) or 6-methoxychroman-4-one (16), respectively.Compounds 1 and 2 inhibited moderately the HMG-CoA reductase.The diastereomers 15c and 25d were shown to be inactive. - Keywords: HMG-CoA reductase inhibitors / 3-Indolylheptanoates and -acetates / 4-Chromanylheptanoates and -acetates