691885-32-2 Usage
Description
(S)-4-bromo-N-(tert-butoxycarbonyl)tryptophan methyl ester, also known as Boc-Trp(4-Br)-OMe, is a chemical compound derived from the amino acid tryptophan. It features a methyl ester, a tert-butoxycarbonyl (Boc) protecting group on the nitrogen atom, and a bromine atom at the 4th position of the indole ring. (S)-4-bromo-N-(tert-butoxycarbonyl)tryptophan methyl ester plays a significant role in organic synthesis, peptide chemistry, biochemical research, and drug discovery.
Uses
Used in Organic Synthesis:
(S)-4-bromo-N-(tert-butoxycarbonyl)tryptophan methyl ester is used as a building block in organic synthesis for constructing complex peptides and proteins. Its unique structure allows for the creation of a variety of peptide-based compounds with specific functionalities.
Used in Peptide Chemistry:
In peptide chemistry, Boc-Trp(4-Br)-OMe is utilized as a key component in the synthesis of peptides containing the tryptophan amino acid. The presence of the bromine atom and the protecting group enables the development of peptides with tailored properties and activities.
Used in Biochemical Research:
(S)-4-bromo-N-(tert-butoxycarbonyl)tryptophan methyl ester is employed as a research tool in biochemical studies. It helps scientists investigate the structure-activity relationships of tryptophan-containing compounds, which can lead to a better understanding of their biological roles and potential applications.
Used in Drug Discovery:
Boc-Trp(4-Br)-OMe has potential applications in the pharmaceutical industry, particularly in the development of novel drugs targeting specific biological pathways. Its unique structure and functional groups make it a valuable starting point for designing new therapeutic agents.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (S)-4-bromo-N-(tert-butoxycarbonyl)tryptophan methyl ester is used as a starting material for the development of new drugs. Its structural features and reactivity make it a promising candidate for creating compounds with specific therapeutic targets, potentially leading to innovative treatments for various diseases.
Check Digit Verification of cas no
The CAS Registry Mumber 691885-32-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,9,1,8,8 and 5 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 691885-32:
(8*6)+(7*9)+(6*1)+(5*8)+(4*8)+(3*5)+(2*3)+(1*2)=212
212 % 10 = 2
So 691885-32-2 is a valid CAS Registry Number.
691885-32-2Relevant articles and documents
Total synthesis without protection: Three-step synthesis of optically active clavicipitic acids by a biomimetic route
Yokoyama, Yuusaku,Hikawa, Hidemasa,Mitsuhashi, Masaharu,Uyama, Aki,Hiroki, Yasuhiro,Murakami, Yasuoki
, p. 1244 - 1253 (2007/10/03)
A three-step synthesis of a mixture of optically active cis- and frans-clavicipitic acids 6, which are ergot alkaloids, was achieved, starting from 4-bromoindole (7) and dl-serine (dl-2). This short synthesis was made possible by omitting the protection and deprotection steps from the synthetic route. The key step was the spontaneous cyclization of 4-vinyltryptophan (10) formed from the Heck reaction of 4-bromotryptophan (8) with 2-methyl-3-buten-2- ol (9) in aqueous media. During this investigation, we also found that the palladium-catalyzed reaction of 8 with 9 showed an interesting pH dependence; under strongly basic conditions, the Heck reaction occurred to give a C 4-vinylated product 10, whereas an N-allylated product 19b was formed under neutral or weakly basic conditions. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
