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32774-29-1

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32774-29-1 Usage

General Description

5-Bromotryptophol is a chemical compound that falls into the category of organic substances, specifically those related to the class of compounds known as serotonin and derivatives. Derived from Tryptophan, it acts in the body similarly to serotonin, a neurotransmitter that contributes to feelings of well-being and happiness. This chemical's distinct property lies in the addition of a bromine atom, which can alter its potency or behavior within the human body. Though not abundant, this compound is found in various food items such as sorghum, globe artichokes, and mung beans. It is also a by-product in the production process of certain types of alcoholic beverages. However, high concentrations of this chemical compound can have adverse effects and toxicity.

Check Digit Verification of cas no

The CAS Registry Mumber 32774-29-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,7,7 and 4 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 32774-29:
(7*3)+(6*2)+(5*7)+(4*7)+(3*4)+(2*2)+(1*9)=121
121 % 10 = 1
So 32774-29-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H10BrNO/c11-8-1-2-10-9(5-8)7(3-4-13)6-12-10/h1-2,5-6,12-13H,3-4H2

32774-29-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(5-bromo-1H-indol-3-yl)ethanol

1.2 Other means of identification

Product number -
Other names 1h-indole-3-ethanol,5-bromo

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:32774-29-1 SDS

32774-29-1Relevant articles and documents

Au(I)-Catalyzed Domino Cyclization of 1,6-Diynes Incorporated with Indole

Chen, Guzhou,Liu, Peng-Yu,Zou, Huanhuan,Hu, Jiadong,Fang, Xiaowu,Xu, Dongyang,He, Yu-Peng,Wei, Hongbo,Xie, Weiqing

supporting information, p. 2279 - 2284 (2021/04/05)

We disclose herein a Au(I)-catalyzed domino cyclization of 1,6-diynes incorporated with indole. This protocol enabled the diastereoselective buildup of indole-fused azabicyclo[3.3.1]nonanes from linear precursors. Density functional theory calculations showed that the reaction proceeded via an unprecedented cascade dearomatization/rearomatization/dearomatization process. Independent gradient model analysis revealed that a noncovalent attractive interaction between the distal alkyne and the Au/proximal complex was responsible for the chemoselectivity of the first spirocyclization step.

Improved and Flexible Synthetic Access to the Spiroindole Backbone of Cebranopadol

Christoffers, Jens,Schmidtmann, Marc,Wachtendorf, Daniel

supporting information, p. 6420 - 6423 (2020/09/02)

By changing the dimethylamino to a nitro group, a novel synthetic access to the spirocyclic opioid analgesic cebranopadol was developed that is much more efficient compared with the established route. On the basis of the α-acidity of α-nitrotoluene, the two-fold Michael addition to acrylate gave an acyclic precursor compound, which was easily transformed by Dieckmann condensation and decarboxylation to the cyclohexanone derivative needed for the annulation of the indole ring by an oxa-Pictet-Spengler reaction. As an additional benefit, the reduction of the nitro group furnished an amine, which could be late-stage-diversified to carboxamides, sulfonamides, ureas, and N-alkyl congeners. The transformation of the nitro group at the spirocyclic scaffold to the dimethylamino function of the actual title compound was achieved in one step with zinc/formic acid/formaldehyde in 83% yield.

A Cooperative Hydrogen Bond Donor–Br?nsted Acid System for the Enantioselective Synthesis of Tetrahydropyrans

Maskeri, Mark A.,O'Connor, Matthew J.,Jaworski, Ashley A.,Davies, Anna V.,Scheidt, Karl A.

supporting information, p. 17225 - 17229 (2018/12/05)

Carbocations stabilized by adjacent oxygen atoms are useful reactive intermediates involved in fundamental chemical transformations. These oxocarbenium ions typically lack sufficient electron density to engage established chiral Br?nsted or Lewis acid catalysts, presenting a major challenge to their widespread application in asymmetric catalysis. Leading methods for selectivity operate primarily through electrostatic pairing between the oxocarbenium ion and a chiral counterion. A general approach to new enantioselective transformations of oxocarbenium ions requires novel strategies that address the weak binding capabilities of these intermediates. We demonstrate herein a novel cooperative catalysis system for selective reactions with oxocarbenium ions. This new strategy has been applied to a highly selective and rapid oxa-Pictet–Spengler reaction and highlights a powerful combination of an achiral hydrogen bond donor with a chiral Br?nsted acid.

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