Production Method 1

86770-68-5

Reaction Conditions

1.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  0 °C; 12 h, rt
1.2 Reagents: Water ;  rt

Reference

Sialyltransferase Inhibitors Suppress Breast Cancer Metastasis

Fu, Chih-Wei; et al, Journal of Medicinal Chemistry, 2021, 64(1), 527-542

Production Method 2

4792-15-8

86770-68-5

Reaction Conditions

1.1 Reagents: Tosyl chloride ,  Triethylamine Solvents: Dichloromethane ;  0 °C; 12 h, rt
1.2 Reagents: Sodium azide Solvents: Acetonitrile ;  rt; 12 h, 100 °C
1.3 Reagents: Water

Reference

F-18 Labeling Protocol of Peptides Based on Chemically Orthogonal Strain-Promoted Cycloaddition under Physiologically Friendly Reaction Conditions

Sachin, Kalme; et al, Bioconjugate Chemistry, 2012, 23(8), 1680-1686

Production Method 3

4792-15-8

86770-68-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran ,  Water ;  5 min, 0 °C; 2 h, rt
2.1 Reagents: Sodium azide Solvents: Dimethylformamide ;  12 h, 100 °C
2.2 Solvents: Water

Reference

Design, synthesis and activity study of a novel PI3K degradation by hijacking VHL E3 ubiquitin ligase

Wang, Haili; et al, Bioorganic & Medicinal Chemistry, 2022, 61,

Production Method 4

615261-85-3

86770-68-5

Reaction Conditions

1.1 Reagents: 4-Methylmorpholine Solvents: Tetrahydrofuran ;  0 °C; 30 min, 0 °C
1.2 3 h, rt
1.3 Reagents: Water ;  rt
2.1 Reagents: Sodium azide Solvents: Ethanol ;  16 h, rt → reflux
3.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  0 °C; 12 h, rt
3.2 Reagents: Water ;  rt

Reference

Sialyltransferase Inhibitors Suppress Breast Cancer Metastasis

Fu, Chih-Wei; et al, Journal of Medicinal Chemistry, 2021, 64(1), 527-542

Production Method 5

4792-15-8

58479-61-1

86770-68-5

Reaction Conditions

1.1 Reagents: Imidazole Solvents: Dimethylformamide ;  1 h, 0 °C
1.2 12 h, rt
1.3 Reagents: Water ;  rt
2.1 Reagents: 4-Methylmorpholine Solvents: Tetrahydrofuran ;  0 °C; 30 min, 0 °C
2.2 3 h, rt
2.3 Reagents: Water ;  rt
3.1 Reagents: Sodium azide Solvents: Ethanol ;  16 h, rt → reflux
4.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  0 °C; 12 h, rt
4.2 Reagents: Water ;  rt

Reference

Sialyltransferase Inhibitors Suppress Breast Cancer Metastasis

Fu, Chih-Wei; et al, Journal of Medicinal Chemistry, 2021, 64(1), 527-542

Production Method 6

1680182-62-0

86770-68-5

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Dimethylformamide ;  overnight, rt
1.2 Catalysts: Amberlyst 15 Solvents: Tetrahydrofuran ,  Water ;  12 h, rt

Reference

One-Pot Synthesis of Monofunctionalized Oligoethylene Glycols through Ring-Opening and Heterogeneous Hydrolysis of Macrocyclic Sulfates

Yang, Lan; et al, ACS Omega, 2023, 8(8), 7684-7689

Production Method 7

2118897-42-8

86770-68-5

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Ethanol ,  Water ;  24 h, reflux

Reference

Highly Ordered Self-Assembly of Native Proteins into 1D, 2D, and 3D Structures Modulated by the Tether Length of Assembly-Inducing Ligands

Yang, Guang; et al, Angewandte Chemie, 2017, 56(36), 10691-10695

Production Method 8

4792-15-8

86770-68-5

Reaction Conditions

1.1 Reagents: Triethylamine ,  Thionyl chloride Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ;  1 h, 0 °C; 2 h, 0 °C
1.2 Reagents: Sodium periodate Catalysts: Ruthenium trichloride Solvents: Carbon tetrachloride ,  Acetonitrile ,  Water ;  1 h, 0 °C
2.1 Reagents: Sodium azide Solvents: Dimethylformamide ;  overnight, rt
2.2 Catalysts: Amberlyst 15 Solvents: Tetrahydrofuran ,  Water ;  12 h, rt

Reference

One-Pot Synthesis of Monofunctionalized Oligoethylene Glycols through Ring-Opening and Heterogeneous Hydrolysis of Macrocyclic Sulfates

Yang, Lan; et al, ACS Omega, 2023, 8(8), 7684-7689

Production Method 9

86770-68-5

86770-68-5

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ;  30 min, 0 °C
1.2 Catalysts: Tetrabutylammonium iodide ;  3 d, 25 °C

Reference

F-18 Labeling Protocol of Peptides Based on Chemically Orthogonal Strain-Promoted Cycloaddition under Physiologically Friendly Reaction Conditions

Sachin, Kalme; et al, Bioconjugate Chemistry, 2012, 23(8), 1680-1686

Production Method 10

86770-68-5

Reaction Conditions

1.1 Reagents: Sodium azide Solvents: Ethanol ;  16 h, rt → reflux
2.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  0 °C; 12 h, rt
2.2 Reagents: Water ;  rt

Reference

Sialyltransferase Inhibitors Suppress Breast Cancer Metastasis

Fu, Chih-Wei; et al, Journal of Medicinal Chemistry, 2021, 64(1), 527-542

Production Method 11

4792-15-8

86770-68-5

182760-73-2

Reaction Conditions

1.1 Reagents: Triethylamine ,  Methanesulfonyl chloride Solvents: Dichloromethane ;  0 °C; 4 h, 0 °C; 11 h, rt
1.2 Reagents: Sodium azide Solvents: Dimethylformamide ;  16 h, 80 °C

Reference

Turn-ON fluorescent affinity labeling using a small bifunctional O-nitrobenzoxadiazole unit

Yamaguchi, Takao; et al, Chemical Science, 2014, 5(3), 1021-1029

Azido-PEG5-alcohol Raw materials

• 1,3,6,9,12,15-Hexaoxa-2-thiacycloheptadecane, 2,2-dioxide
• Ethanol, 2-[2-[2-[2-[2-[(4-methylphenyl)sulfonyl]ethoxy]ethoxy]ethoxy]ethoxy]-
• 4,7,10,13,16-Pentaoxa-3-silaoctadecan-18-ol, 2,2-dimethyl-3,3-diphenyl-
• Pentaethylene glycol
• Azido-PEG5-alcohol
• tert-Butyldiphenylchlorosilane

Azido-PEG5-alcohol Preparation Products

• 1,14-Diazido-3,6,9,12-tetraoxatetradecane (182760-73-2)
• Azido-PEG5-alcohol (86770-68-5)

• 1. Enantiomorphic symmetry breaking in crystallization of molten sodium chlorate?
  Martin R. Ward,Gary W. Copeland,Andrew J. Alexander Chem. Commun., 2010,46, 7634-7636
• 2. Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation
  Matthew J. Gaunt,Jinquan Yu,Jonathan B. Spencer Chem. Commun., 2001, 1844-1845
• 3. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
• 4. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
• 5. Distribution and patterns of use of food additives in foods and beverages available in Brazilian supermarkets?
  Vanessa dos Santos Pereira Montera,Camila Aparecida Borges Food Funct., 2021,12, 7699-7708

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Dialkyl ethers
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Ethers Dialkyl ethers
• Other Chemical additives
• Other Chemical Reagents

Recent Advances in Azido-PEG5-alcohol (86770-68-5) Research: Applications and Innovations in Chemical Biology and Medicine

Azido-PEG5-alcohol (CAS: 86770-68-5) is a versatile chemical reagent widely used in bioconjugation, drug delivery, and materials science due to its unique azide and polyethylene glycol (PEG) functionalities. Recent studies have highlighted its role in click chemistry, enabling efficient and selective modifications of biomolecules. This research brief synthesizes the latest findings on Azido-PEG5-alcohol, focusing on its applications, synthetic methodologies, and emerging trends in chemical biology and pharmaceutical research.

One of the most significant advancements involves the use of Azido-PEG5-alcohol in bioorthogonal chemistry. Researchers have leveraged its azide group for copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, facilitating the labeling and tracking of biomolecules in live cells. A 2023 study published in Journal of the American Chemical Society demonstrated its efficacy in modifying antibody-drug conjugates (ADCs), enhancing their stability and therapeutic efficacy. The PEG5 spacer in Azido-PEG5-alcohol was found to improve solubility and reduce immunogenicity, making it ideal for in vivo applications.

In drug delivery systems, Azido-PEG5-alcohol has been employed to functionalize nanoparticles and liposomes. A recent Nature Communications article reported its use in creating pH-responsive nanocarriers for targeted cancer therapy. The azide group allowed for precise attachment of targeting ligands, while the PEG5 moiety minimized premature clearance by the reticuloendothelial system (RES). This dual functionality underscores its potential in designing next-generation drug delivery platforms.

From a synthetic perspective, novel protocols for Azido-PEG5-alcohol production have been developed to address scalability and purity challenges. A 2024 Organic Process Research & Development paper introduced a one-pot synthesis method using 86770-68-5 as a key intermediate, achieving >95% yield with minimal byproducts. This advancement is critical for industrial-scale applications, particularly in ADC manufacturing and biopharmaceuticals.

Looking ahead, Azido-PEG5-alcohol is poised to play a pivotal role in emerging fields such as proteolysis-targeting chimeras (PROTACs) and RNA therapeutics. Its compatibility with click chemistry and biocompatibility make it a cornerstone reagent for innovative therapeutic strategies. Future research directions may explore its utility in CRISPR-Cas9 delivery systems and tissue engineering scaffolds, further expanding its impact on biomedical science.

• 516493-93-9(Azido-PEG5-amine)
• 182760-73-2(1,14-Diazido-3,6,9,12-tetraoxatetradecane)
• 356046-26-9(Azido-PEG5-azide)
• 166388-57-4(Azido-PEG2-C2-amine)
• 86770-67-4(Azido-PEG4-alcohol)
• 857891-82-8(Azido-PEG8-amine)
• 134179-38-7(Amino-PEG3-C2-Azido)
• 101187-39-7(Azido-PEG3-azide)
• 86520-52-7(Azido-PEG3-alcohol)
• 89485-61-0(m-PEG12-azide)