Hydroxy-PEG3-t-butylester

Base Information

• Chemical Name: Hydroxy-PEG3-t-butylester
• CAS No.: 133803-81-3
• Molecular Formula: C11H22O5
• Molecular Weight: 234.293
• Hs Code.: 2918999090
• Mol file: 133803-81-3.mol

Synonyms:Propanoic acid,3-[2-(2-hydroxyethoxy)ethoxy]-,1,1-dimethylethyl ester;Hydroxy-PEG2-t-butyl ester;9-hydroxy-4,7-dioxanonanoic acid tert-butyl ester;tert-butyl 3-[di(ethylene glycol)]propanoate;tert-butyl 3-(2-(2-hydroxyethoxy)ethoxy)propanoate;

Chemical Property of Hydroxy-PEG3-t-butylester

Chemical Property:

• Boiling Point: 321.8±22.0 °C(Predicted)
• PKA: 14.36±0.10(Predicted)
• PSA: 64.99000
• Density: 1.046±0.06 g/cm3(Predicted)
• LogP: 0.74370
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

Hydroxy-PEG2-t-butylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Hydroxy-PEG2-t-butyl ester is a PEG linker containing a hydroxyl group with a t-butyl ester. The hydrophilic PEG spacer increases solubility in aqueous media. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The t-butyl protected carboxyl group can be deprotected under acidic conditions.
• Uses: Hydroxy-PEG2-(CH2)2-Boc is an ADC linker for the synthesis of antibody drug conjugates (ADC), Hydroxy-PEG2-(CH2)2-Boc is derived from patent WO2004008101A2 (compound 196). Hydroxy-PEG2-(CH2)2-Boc can also be used as a PROTAC linker for PROTAC synthesis.

Technology Process of Hydroxy-PEG3-t-butylester

There total 3 articles about Hydroxy-PEG3-t-butylester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + diethylene glycol (111-46-6) → 2-methyl-2-propanyl 3-[2-(2-hydroxyethoxy)ethoxy]propanoate (133803-81-3,892154-71-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1055/s-0033-1340980

Reference yield: 78.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → 2-methyl-2-propanyl 3-[2-(2-hydroxyethoxy)ethoxy]propanoate (133803-81-3,892154-71-1)

Guidance literature:

With sodium; In tetrahydrofuran; at 20 ℃; for 20h;

Reference yield: 9.0%

→ 2-methyl-2-propanyl 3-[2-(2-hydroxyethoxy)ethoxy]propanoate (133803-81-3,892154-71-1)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In water; acetonitrile; at 20 ℃; for 72h;

upstream raw materials:

tert-Butyl acrylate

diethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Downstream raw materials:

C₁₁H₂₂O₄S

3-[2-(2-bromoethoxy)ethoxy]propanoic acid

tert-butyl 3-(2-(2-iodoethoxy)ethoxy)propanoate

9-(p-toluenesulfonyloxy)-3,6-diocanonanoic acid tert-butyl ester

Refernces

• 1、 Li, Zhong,Yang, Dingqiao,Gabathuler, Reinhard,Chen, Qingqi. "Synthesis of novel heterobifunctional isocyanato cross-linkers and their applications for the preparation of 10-hydroxycamptothecin and SN-38 conjugates with melanotransferrin p97". . p. 1899 - 1915. Retrieved 2007.
• 2、 Burslem, George M.,Song, Jayoung,Chen, Xin,Hines, John,Crews, Craig M.. "Enhancing Antiproliferative Activity and Selectivity of a FLT-3 Inhibitor by Proteolysis Targeting Chimera Conversion". . p. 16428 - 16432. Retrieved 2018.
• 3、 Yang, Chao,Ma, Dejun,Lu, Liqing,Yang, Xing,Xi, Zhen. "Synthesis of KUE-siRNA Conjugates for Prostate Cancer Cell-Targeted Gene Silencing". . p. 2888 - 2895. Retrieved 2021/08/03.
• 4、 -. "PCSK9 ANTAGONIST COMPOUNDS". Page/Page column 71. . Retrieved 2021/06/26.