671802-00-9 Usage
Description
tert-Butyl 3-(2-hydroxyethoxy)propanoate, also known as Hydroxy-PEG1-t-butyl ester, is a PEG (polyethylene glycol) linker containing a hydroxyl group with a t-butyl ester. tert-Butyl 3-(2-hydroxyethoxy)propanoate is characterized by its hydrophilic PEG spacer, which enhances solubility in aqueous media. The presence of a hydroxyl group allows for further derivatization or substitution with other reactive functional groups, while the t-butyl protected carboxyl group can be deprotected under acidic conditions, making it a versatile molecule for various applications.
Uses
Used in Organic and Pharmaceutical Synthesis:
tert-Butyl 3-(2-hydroxyethoxy)propanoate is utilized as an organic synthesis intermediate and a pharmaceutical intermediate. It plays a crucial role in the laboratory research and development process, as well as in the production process of pharmaceuticals and chemicals. Its versatility and reactivity make it a valuable component in the synthesis of various compounds.
Used in the Synthesis of Cellobiose Derivatives:
In the field of carbohydrate chemistry, tert-Butyl 3-(2-hydroxyethoxy)propanoate serves as a reactant in the synthesis of hydrophilic aminooxy linked and multivalent disaccharide cellobiose derivatives. These derivatives are essential for chemoselective aldehyde/ketone conjugation, which is a critical step in the development of new drugs and bioactive molecules.
Used in the Chemical Industry:
tert-Butyl 3-(2-hydroxyethoxy)propanoate is also employed in the chemical industry for the synthesis of various compounds and materials. Its unique properties, such as the hydrophilic PEG spacer and the t-butyl protected carboxyl group, make it an attractive candidate for the development of new products with improved properties and applications.
Synthesis
To a solution of anhydrous ethylene glycol (10 g, 161.1 mmol) in anhydrous THF (40 mL) was added sodium metal (62.0 mg, 2.70 mmol) and stirred at room temperature for 2 hours.Add tert-butyl acrylate (6.90, 53.7 mmol) and stir overnight.After quenching with water, the solvent was THF dried under reduced pressure, and extracted with ethyl acetate and water.The organic layer was separated, washed with brine, and dried over Na 2 SO 4.After filtration and evaporation, the residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 2:1) to obtain a colorless oil 44 (5.0 g, 26.3 mmol, 49% yield)
Check Digit Verification of cas no
The CAS Registry Mumber 671802-00-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,7,1,8,0 and 2 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 671802-00:
(8*6)+(7*7)+(6*1)+(5*8)+(4*0)+(3*2)+(2*0)+(1*0)=149
149 % 10 = 9
So 671802-00-9 is a valid CAS Registry Number.
671802-00-9Relevant articles and documents
Discovery of the First Examples of Threonine Tyrosine Kinase PROTAC Degraders
Lu, Jibu,Huang, Yongjun,Huang, Jing,He, Rui,Huang, Minhao,Lu, Xiaoyun,Xu, Yong,Zhou, Fengtao,Zhang, Zhang,Ding, Ke
, p. 2313 - 2328 (2022/02/09)
The first examples of threonine tyrosine kinase (TTK) PROTACs were designed and synthesized. Two of the most potent molecules, 8e and 8j, demonstrated strong TTK degradation in COLO-205 human colorectal cancer cells with DC50 values of 1.7 and 3.1 nM, respectively. Proteasome-mediated degradation by the compounds could last for approximately 8 h after washout. The degraders 8e and 8j demonstrated improved antiproliferative activities comparing with the structurally similar inhibitor counterparts 8q and 8r. Degraders 8e and 8j also demonstrated reasonable PK profiles and exhibited potent target degradation and in vivo anticancer efficacy in a xenograft mouse model of COLO-205 human colorectal cancer cells upon i.p. administration.
BIFUNCTIONAL SUBSTITUED PYRIMIDINES AS MODULATORS OF FAK PROTEOLYSE
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Paragraph 00399; 00413; 00414, (2020/02/16)
The present disclosure relates to bifunctional compounds, which find utility as modulators of focal adhesion kinase (FAK) or protein tyrosine kinase 2 (PTK2). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a Von Hippel-Lindau, cereblon, Inhibitors of Apotosis Proteins or mouse double-minute homolog 2 ligand which binds to the respective E3 ubiquitin ligase and on the other end a moiety which binds the target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation or accumulation of the target protein are treated or prevented with compounds and compositions of the present disclosure.
Identification of New Small-Molecule Inducers of Estrogen-related Receptor α (ERRα) Degradation
Peng, Lijie,Zhang, Zhensheng,Lei, Chong,Li, Shan,Zhang, Zhang,Ren, Xiaomei,Chang, Yu,Zhang, Yan,Xu, Yong,Ding, Ke
supporting information, p. 767 - 772 (2019/05/08)
A series of (E)-3-(4-((2,4-bis(trifluoromethyl)benzyl)oxy)-3-methoxyphenyl)-2-cyanoacrylamide derivatives were designed and synthesized as new estrogen-related receptor α (ERRα) degraders based on the proteolysis targeting chimera (PROTAC) concept. One of the representative compounds 6c is capable of specifically degrading ERRα protein by >80% at a relatively low concentration of 30 nM, becoming one of the most potent and selective ERRα degraders to date. Compound 6c could be utilized as a new powerful research tool for further biological investigation of ERRα.
