103549-24-2

Usage

Uses

Used in Pharmaceutical Synthesis:
BOC-TRYPTAMINE is used as a key intermediate in the synthesis of various pharmaceuticals and bioactive compounds. Its role in creating new drugs is significant due to its ability to be modified and incorporated into complex molecular structures.
Used in Neuroscience Research:
In the field of neuroscience, BOC-TRYPTAMINE is utilized as a research tool for studying the functions and interactions of serotonin receptors. Understanding these receptors is vital for developing treatments for various neurological and psychiatric disorders.
Used in Chemical Research and Development:
BOC-TRYPTAMINE is employed in chemical research and development to explore its properties, reactivity, and potential applications in creating new compounds with therapeutic or other beneficial effects. Its versatility in chemical reactions makes it a valuable asset in the discovery of novel substances.

Upstream product

• 61-54-1 tryptamine 
• 120-72-9 indole 
• 487-89-8 Indole-3-carboxaldehyde 
• 3156-51-2 3-(2-nitroethenyl)-1H-indole 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1053209-07-6 tert-butyl (2-(1-acetyl-1H-indol-3-yl)ethyl)carbamate 
• 541-16-2 t-butyl malonate 
• 201230-82-2 carbon monoxide 
• 227288-15-5 tert-butyl [3-(2-aminophenyl)prop-2-yn-1-yl]carbamate 

Downstream Products

• 1054598-83-2 tert-butyl (2-(2-[(2,6-dimethylphenyl)thio]-1H-indol-3-yl)ethyl)carbamate 
• 1189110-59-5 tert-butyl 2-(1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate 
• 1189110-50-6 tert-butyl 2-(2-formyl-1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate 
• 1318072-81-9 4-methyl-N-(2-(1-methyl-1H-indol-3-yl)ethyl)benzenesulfonamide 

Relevant academic research and scientific papers

Biomimetic semi-synthesis of fradcarbazole A and its analogues

The first synthesis of fradcarbazole A (1) has been accomplished by using a biomimetic intramolecular cyclization/dehydration to construct the staurosporine-thiazole-indole skeleton. The phenyl and oxazole analogues of fradcarbazole A (2-4) were also synthesized using the same strategy. Compounds 1-4 displayed cytotoxicity against A549 cell line with IC50 values of 0.4-3.6 μM, induction of G0/G1 arrest of A549 cell cycle at 10 μM, and inhibition of PKC-β kinase with IC50 values of 0.5-0.9 μM.

Reduction of 1-pyrrolyl and 1-indolyl carbamates to hemiaminals

Hemiaminals of pyrroles and indoles have been prepared from the lithium aluminum hydride reduction of 1-pyrrolyl and 1-indolyl carbamates with good yields (67-82%). These carbamates are more reactive than aliphatic amides and carbamates under the LAH reduction, but less reactive than esters.

A highly chemoselective Boc protection of amines using sulfonic-acid-functionalized silica as an efficient heterogeneous recyclable catalyst

A facile and versatile method for the chemoselective Boc protection of amines has been developed by a treatment with (Boc)2O in the presence of sulfonic-acid-functionalized silica as a catalyst. The method is general for the preparation of N-Boc derivatives of aliphatic (acyclic and cyclic), aromatic, and heteroaromatic amines; primary and secondary amines; aminols, amino-esters; and sulfonamides. The catalyst works under heterogeneous conditions and can be recycled.

Temperature responsive phosphorescent small unilamellar vesicles

Self-assembled lipid vesicles with embedded amphiphilic terbium(iii) complexes show a strong temperature dependence of their phosphorescence intensity and lifetime in the physiological range.

Synthesis of novel oxazolyl-indoles

We describe the synthesis of oxazolyl-indoles that are structurally related to pimprinaphine. The effect of the indole N-cyanoalkyl substituents on the 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) mediated oxidation was evaluated. Georg Thieme Verlag Stuttgart.

Synthesis of naked amino-pyrroloindoline via direct aminocyclization of tryptamine

The first direct access to unprotected amino-pyrroloindoline via aminocyclization of tryptamine and tryptophan has been described. A variety of structurally diverse amino-pyrroloindolines are furnished by the use of O-(2,4-dinitrophenyl)hydroxylamine (DPH

An efficient and highly chemoselective N-Boc protection of amines, amino acids, and peptides under heterogeneous conditions

A simple and efficient procedure for chemoselective mono-N-Boc protection of various structurally diverse amines, amino acids, and peptides with di-tert-butyl dicarbonate using Amberlyst-15 as catalyst in ethanol is described. The catalyst can be readily separated from the reaction products with simple filtration and recovered for direct reuse. No competitive side-reactions such as formation of isocyanate, urea, oxazolidinone, and N,N-di-Boc derivatives were observed.

Synthesis of tetrahydro-β-carbolines, β-carbolines, and natural products, (±)-harmicine, eudistomin U and canthine by reductive Pictet Spengler cyclization

Reductive Pictet Spengler cyclization was used for the synthesis of naturally occurring β-carbolines, eudistomin U, and canthine. Other biologically important β-carbolines as well as tetrahydro-β-carboline, such as (±)-harmicine were also synthesized usin

A generic approach for the catalytic reduction of nitriles

The scope of nickel boride mediated reduction of nitriles has been extended further to allow the preparation of Boc protected amines via a mild catalytic process. It is noteworthy that the toxicity of this procedure is greatly reduced due to its catalytic

Dragmacidin e synthesis studies. Preparation of a model heptacyclic core structure

The conversion of a cycloheptannelated indole platform into the heptacyclic core structure of dragmacidin E proceeded over nine steps. Key sequences include a cyclocondensation to form an intermediate dihydropyrazinone ring and the conversion of a cyclic urea into the cyclic guanidine of the target.