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1-BOC-6-methylindole is a chemical compound with the molecular formula C15H19NO2, belonging to the indole class of compounds. It features a tert-butoxycarbonyl (BOC) protecting group at the first position and a methyl group at the sixth position of the indole ring. This derivative is known for its significant biological activities and is commonly utilized in the synthesis of pharmaceuticals, agrochemicals, and other functional materials due to its versatile chemical properties.

127956-24-5

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127956-24-5 Usage

Uses

Used in Organic Synthesis:
1-BOC-6-methylindole is used as a building block in organic synthesis for the preparation of various pharmaceuticals, agrochemicals, and other functional materials. Its unique structure and functional groups make it a valuable intermediate in the creation of complex organic molecules.
Used in Analytical Chemistry:
1-BOC-6-methylindole is used as a reference standard in analytical chemistry. Its well-defined chemical properties allow it to serve as a benchmark for the calibration of analytical instruments and methods, ensuring accurate measurements and comparisons in chemical analyses.
Used in Pharmacological Research:
In pharmacological research, 1-BOC-6-methylindole is employed as a reference compound. It aids in the study of biological activities, mechanisms of action, and potential therapeutic applications of related indole derivatives, contributing to the advancement of drug discovery and development.
Used in the Development of Drug Delivery Systems:
Although not explicitly mentioned in the provided materials, given its relevance in pharmaceutical synthesis, 1-BOC-6-methylindole could also be utilized in the development of drug delivery systems. Its chemical properties may allow for the design of targeted drug carriers or controlled-release formulations, enhancing the efficacy and safety of drug administration.

Check Digit Verification of cas no

The CAS Registry Mumber 127956-24-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,7,9,5 and 6 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 127956-24:
(8*1)+(7*2)+(6*7)+(5*9)+(4*5)+(3*6)+(2*2)+(1*4)=155
155 % 10 = 5
So 127956-24-5 is a valid CAS Registry Number.

127956-24-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-BOC-6-methylindole

1.2 Other means of identification

Product number -
Other names tert-Butyl 6-methyl-1H-indole-1-carboxylate

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:127956-24-5 SDS

127956-24-5Relevant academic research and scientific papers

An entry to 2-(cyclobut-1-en-1-yl)-1: H -indoles through a cyclobutenylation/deprotection cascade

Natho, Philipp,Yang, Zeyu,Allen, Lewis A. T.,Rey, Juliette,White, Andrew J. P.,Parsons, Philip J.

supporting information, p. 4048 - 4053 (2021/05/19)

A transition-metal-free strategy for the synthesis of 2-(cyclobut-1-en-1-yl)-1H-indoles under mild conditions is described herein. A series of substituted 2-(cyclobut-1-en-1-yl)-1H-indoles are accessed by a one-pot cyclobutenylation/deprotection cascade from N-Boc protected indoles. Preliminary experimental and density functional theory calculations suggest that a Boc-group transfer is involved in the underlying mechanism.

Five-membered heterocyclic oxo carboxylic acid compound and medical application thereof

-

Paragraph 0952; 0957-0959, (2021/05/01)

The invention relates to a five-membered heterocyclic oxo carboxylic acid compound and a medical application thereof. Specifically, the invention relates to a compound, a pharmaceutical salt, a prodrug, a hydrate, a solvate or a crystal form as shown in a formula (I), and also relates to a preparation method of the compound, a pharmaceutical composition containing the compound and an application of the pharmaceutical composition as a secretion regulator of interferon type I, especially as an STING agonist in preparation of medicines for preventing and/or treating I-type interferon related diseases.

Cu-Catalyzed Oxidation of C2 and C3 Alkyl-Substituted Indole via Acyl Nitroso Reagents

Zhang, Jun,Torabi Kohlbouni, Saeedeh,Borhan, Babak

supporting information, p. 14 - 17 (2019/01/08)

The selective oxidation of C2-alkyl-substituted indoles to 3-oxindole and the selective C-H oxygenation or amination of C2,C3-dialkyl-substituted indoles at C2 are reported under mild conditions. The position of the alkyl substitution on the indole directs the reaction to different pathways under similar conditions.

Structure-activity relationship (SAR) optimization of 6-(Indol-2-yl) pyridine-3-sulfonamides: Identification of potent, selective, and orally bioavailable small molecules targeting hepatitis C (HCV) NS4B

Zhang, Nanjing,Zhang, Xiaoyan,Zhu, Jin,Turpoff, Anthony,Chen, Guangming,Morrill, Christie,Huang, Song,Lennox, William,Kakarla, Ramesh,Liu, Ronggang,Li, Chunshi,Ren, Hongyu,Almstead, Neil,Venkatraman, Srikanth,Njoroge, F. George,Gu, Zhengxian,Clausen, Valerie,Graci, Jason,Jung, Stephen P.,Zheng, Yingcong,Colacino, Joseph M.,Lahser, Fred,Sheedy, Josephine,Mollin, Anna,Weetall, Marla,Nomeir, Amin,Karp, Gary M.

, p. 2121 - 2135 (2014/04/03)

A novel, potent, and orally bioavailable inhibitor of hepatitis C RNA replication targeting NS4B, compound 4t (PTC725), has been identified through chemical optimization of the 6-(indol-2-yl)pyridine-3-sulfonamide 2 to improve DMPK and safety properties.

Tandem copper-catalysed aryl and alkenyl amination reactions: The synthesis of N-functionalised indoles

Hodgkinson, Roy C.,Schulz, Jurgen,Willis, Michael C.

supporting information; experimental part, p. 432 - 434 (2009/06/28)

A Cu-diamine complex effectively catalyses tandem C-N bond formation on 2-(2-haloalkenyl)-aryl halide substrates, to deliver a series of N-functionalised indoles. Anilines, amides and carbamates are all effective coupling partners under the developed cond

Heterocyclyl-substituted dihydroquinazolines and their use as antiviral agents

-

, (2008/06/13)

The invention relates to heterocyclyl-substituted dihydroquinazolines of formula (I), to processes for their preparation, to medicaments containing them, and to methods for the treatment and/or prophylaxis of diseases, in particular, for use as anti-viral agents, in particular, against cytomegaloviruses.

HETEROCYCLYL-SUBSTITUTED DIHYDROQUINAZOLINES AND USE THEREOF AS AN ANTIVIRAL AGENT

-

Page/Page column 32, (2010/02/09)

The invention relates to heterocyclyl-substituted dihydroquinazolines of formula (I), methods for the production and use thereof for the production of medicaments for the treatment and/or prophylaxis of diseases, in particular, for use as anti-viral agents, in particular, against cytomegaloviruses.

SYNTHESIS AND REACTIVITY OF 6-(FLUOROMETHYL)INDOLE AND 6-(DIFLUOROMETHYL)INDOLE

Woolridge, Elisa M.,Rokita, Steven E.

, p. 6117 - 6120 (2007/10/02)

The N-1 BOC protected precursors of 6-(fluoromethyl)indole and 6-(difluoromethyl)indole were prepared and deprotected via flash vacuum thermolysis.The stability of these newly prepared, unprotected indole derivatives has been characterized and compared to that of a previously known compound, 6(trifluoromethyl)indole.

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