Category: 5437-45-6

Application of 5437-45-6In 2020 ,《Optimization of a Chemical Synthesis for Single-Chain Rhamnolipids》 was published in ACS Sustainable Chemistry & Engineering. The article was written by Compton, Avery A.; Deodhar, Bhushan S.; Fathi, Amir; Pemberton, Jeanne E.. The article contains the following contents:

This work reports efforts to improve the efficiency and green metrics associated with the chem. synthesis of single-tailed monorhamnolipids. Scaling of synthetic schemes for monorhamnolipids recently reported from this laboratory has been challenging, as large-scale production typically requires high-pressure equipment and an inert atm. due to the pyrophoric nature of a palladium/carbon (Pd/C) catalyst used for a key deprotection step. Furthermore, using Reformatsky condensation in conjunction with a Me ester carboxylic acid protecting group, a safer, simpler, and “”greener”” synthetic pathway to 3-hydroxyalkanoic acid lipid tails is achieved. The two diastereomers of the resulting single-tail rhamnolipids from both 3-hydroxydecanoic acid and 3-hydroxytetradecanoic acid lipid chains are separated and independently characterized. Surface tensiometry was performed on these materials at pH 4 (acid neutral state) and 8 (acid anionic state). All rhamnolipids exhibit min. surface tension values of 30-36 mN/m. Large differences in critical micelle concentration (CMC) values are observed between diastereomers for α-rhamnose 3-hydroxydecanoic acid at pH 4, with α-rhamnose (R)-3-hydroxydecanoic acid having a CMC of ~380μM compared to 1.7 mM for α-rhamnose (S)-3-hydroxydecanoic acid. For α-rhamnose 3-hydroxydecanoic acid diastereomers at pH 8, the CMC values differ slightly for the two diastereomers, with α-rhamnose (R)-3-hydroxydecanoic acid at 13 mM and α-rhamnose (R)-3-hydroxydecanoic acid at 21 mM. Similarly, CMC values of the two α-rhamnose 3-hydroxytetradecanoic acid diastereomers at pH 4 are similar at ~100μM but exhibit large differences at pH 8, with the racemic and α-rhamnose (R)-3-hydroxytetradecanoic acid with a CMC value of ~500μM and the α-rhamnose (S)-3-hydroxytetradecanoic acid exhibiting a CMC value of 1.8 mM. A synthetic scheme with increased efficiency and improved green metrics for single-tail monorhamnolipid surfactants from rhamnose and 3-hydroxyacids. In addition to this study using Benzyl 2-bromoacetate, there are many other studies that have used Benzyl 2-bromoacetate(cas: 5437-45-6Application of 5437-45-6) was used in this study.

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Application of 5437-45-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Computed Properties of C9H9BrO2In 2021 ,《Discovery of a First-In-Class Small Molecule Antagonist against the Adrenomedullin-2 Receptor: Structure-Activity Relationships and Optimization》 was published in Journal of Medicinal Chemistry. The article was written by Zirimwabagabo, Jean-Olivier; Jailani, Ameera B. A.; Avgoustou, Paris; Tozer, Matthew J.; Gibson, Karl R.; Glossop, Paul A.; Mills, James E. J.; Porter, Roderick A.; Blaney, Paul; Wang, Ning; Skerry, Timothy M.; Richards, Gareth O.; Harrity, Joseph P. A.. The article contains the following contents:

Class B G-protein-coupled receptors (GPCRs) remain an underexploited target for drug development. The calcitonin receptor (CTR) family is particularly challenging, as its receptors are heteromers comprising two distinct components: the calcitonin receptor-like receptor (CLR) or calcitonin receptor (CTR) together with one of three accessory proteins known as receptor activity-modifying proteins (RAMPs). CLR/RAMP1 forms a CGRP receptor, CLR/RAMP2 forms an adrenomedullin-1 (AM1) receptor, and CLR/RAMP3 forms an adrenomedullin-2 (AM2) receptor. The CTR/RAMP complexes form three distinct amylin receptors. While the selective blockade of AM2 receptors would be therapeutically valuable, inhibition of AM1 receptors would cause clin. unacceptable increased blood pressure. We report here a systematic study of structure-activity relationships that has led to the development of first-in-class AM2 receptor antagonists such as I. These compounds exhibit therapeutically valuable properties with 1000-fold selectivity over the AM1 receptor. These results highlight the therapeutic potential of AM2 antagonists. In the experiment, the researchers used many compounds, for example, Benzyl 2-bromoacetate(cas: 5437-45-6Computed Properties of C9H9BrO2)

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Computed Properties of C9H9BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lanyon-Hogg, Thomas; Ritzefeld, Markus; Zhang, Leran; Andrei, Sebastian A.; Pogranyi, Balazs; Mondal, Milon; Sefer, Lea; Johnston, Callum D.; Coupland, Claire E.; Greenfield, Jake L.; Newington, Joshua; Fuchter, Matthew J.; Magee, Anthony I.; Siebold, Christian; Tate, Edward W. published an article in 2021. The article was titled 《Photochemical Probe Identification of a Small-Molecule Inhibitor Binding Site in Hedgehog Acyltransferase (HHAT)》, and you may find the article in Angewandte Chemie, International Edition.Synthetic Route of C9H9BrO2 The information in the text is summarized as follows:

The mammalian membrane-bound O-acyltransferase (MBOAT) superfamily is involved in biol. processes including growth, development and appetite sensing. MBOATs are attractive drug targets in cancer and obesity; however, information on the binding site and mol. mechanisms underlying small-mol. inhibition is elusive. This study reports rational development of a photochem. probe to interrogate a novel small-mol. inhibitor binding site in the human MBOAT Hedgehog acyltransferase (HHAT). Structure-activity relationship investigation identified single enantiomer IMP-1575, the most potent HHAT inhibitor reported to-date, and guided design of photocrosslinking probes that maintained HHAT-inhibitory potency. Photocrosslinking and proteomic sequencing of HHAT delivered identification of the first small-mol. binding site in a mammalian MBOAT. Topol. and homol. data suggested a potential mechanism for HHAT inhibition which was confirmed by kinetic anal. Our results provide an optimal HHAT tool inhibitor IMP-1575 (Ki=38 nM) and a strategy for mapping small mol. interaction sites in MBOATs.Benzyl 2-bromoacetate(cas: 5437-45-6Synthetic Route of C9H9BrO2) was used in this study.

Benzyl 2-bromoacetate(cas: 5437-45-6) belongs to benzyl acetate. Benzyl acetate is an aromatic chemical, usually appearing as a clear liquid with a moderate sweet-jasmine fragrance. This compound appears as a component of some of our fragrance blends.Synthetic Route of C9H9BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Safety of Benzyl 2-bromoacetateIn 2022 ,《Photocatalytic 1,2-oxo-alkylation reaction of styrenes with diazoacetates》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Li, Fang; Zhu, Siqi; Koenigs, Rene M.. The article contains the following contents:

The photocatalytic 1,2-difunctionalization reaction of styrenes with acceptor-only diazoalkanes are reported. In the presence of DABCO and tBuOOH, the carbene reactivity of diazoalkanes can be suppressed and a 1,2 oxo-alkylation reaction can be achieved (32 examples, up to 94% yield) without the formation of cyclopropane byproducts via the formation of radical intermediates from Et diazoacetate. In the experiment, the researchers used many compounds, for example, Benzyl 2-bromoacetate(cas: 5437-45-6Safety of Benzyl 2-bromoacetate)

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Safety of Benzyl 2-bromoacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Practical and regioselective halo-trifluoromethylthiolation of sulfur ylides》 was written by Qin, Hongmei; Jia, Yimin; Wang, Na; Jiang, Zhong-Xing; Yang, Zhigang. Product Details of 5437-45-6 And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:

A H2O mediated practical and highly regioselective chloro- and bromo-trifluoromethylthiolation of sulfur ylides was reported using a difunctionalization strategy. In the reaction sequence, sulfur ylides presumably reacted with an electrophilic trifluoromethylthiolating reagent to generate an α-SCF3 substituted sulfonium salt intermediate, which then underwent a substitution with nucleophilic halogens. After reading the article, we found that the author used Benzyl 2-bromoacetate(cas: 5437-45-6Product Details of 5437-45-6)

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Product Details of 5437-45-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Kaixuan; Xu, Chaoran; Hu, Xinyue; Zhou, Yuqiao; Lin, Lili; Feng, Xiaoming published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Catalytic asymmetric [3+2] cycloaddition of isomunchnones with methyleneindolinones》.Quality Control of Benzyl 2-bromoacetate The article contains the following contents:

An efficient enantioselective [3+2] cycloaddition of isomunchnones with methyleneindolinones that are generated by an in situ intramol. addition of the carbonyl group to rhodium carbenes is realized with a chiral N,N’-dioxide/Zn(II) complex as a Lewis acid. A series of chiral oxa-bridged 3-spiropiperidines are obtained in high yields with excellent dr and excellent ee values. The experimental process involved the reaction of Benzyl 2-bromoacetate(cas: 5437-45-6Quality Control of Benzyl 2-bromoacetate)

Benzyl 2-bromoacetate(cas: 5437-45-6) belongs to benzyl acetate. Benzyl acetate is an aromatic chemical, usually appearing as a clear liquid with a moderate sweet-jasmine fragrance. This compound appears as a component of some of our fragrance blends.Quality Control of Benzyl 2-bromoacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application In Synthesis of Benzyl 2-bromoacetateIn 2020 ,《E- and chemoselective thia-Michael addition to benzyl allenoate》 was published in Phosphorus, Sulfur and Silicon and the Related Elements. The article was written by Bibi, Rifhat; Murtaza, Amna; Khan, Khalid Mohammed; Rehman, Zia ur; Saeed, Aamer; Tahir, Muhammad Nawaz; Hassan, Abbas. The article contains the following contents:

Different thiols were successfully reacted with benzyl allenoate resulting in E-selective thia-Michael addition product with α,β-unsaturation as confirmed by single crystal x-ray crystallog. anal. The thia-Michael addition was chemoselective and free amine and alc. groups were well tolerated. Catalytic triethylamine was required for high conversion. Fair to excellent yields were obtained for a variety of aliphatic, aryl and heteroaryl thiols. After reading the article, we found that the author used Benzyl 2-bromoacetate(cas: 5437-45-6Application In Synthesis of Benzyl 2-bromoacetate)

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Application In Synthesis of Benzyl 2-bromoacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary