351342-08-0

Basic information

• Product Name: 3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57-nonadecaoxanonapentacontane-1,59-diol
• Synonyms: 3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57-nonadecaoxanonapentacontane-1,59-diol
• CAS NO: 351342-08-0
• Molecular Weight: 899.078
• Mol File: 351342-08-0.mol

Chemical Properties

• CAS DataBase Reference: 3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57-nonadecaoxanonapentacontane-1,59-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57-nonadecaoxanonapentacontane-1,59-diol(351342-08-0)
• EPA Substance Registry System: 3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57-nonadecaoxanonapentacontane-1,59-diol(351342-08-0)

Safety Data

• Hazardous Substances Data: 351342-08-0(Hazardous Substances Data)

Usage

Uses

Used in Biopharmaceuticals:
3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57-nonadecaoxanonapentacontane-1,59-diol is used as a component in the synthesis of phospholipid detergent conjugates for in vitro and in vivo gene delivery and other biopharmaceuticals. The hydrophilic PEG linker enhances the water solubility of these conjugates, improving their bioavailability and therapeutic outcomes.
Used in Gene Delivery:
In the Gene Delivery industry, 3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57-nonadecaoxanonapentacontane-1,59-diol is used as a key component in the development of phospholipid detergent conjugates. These conjugates facilitate the delivery of genetic material into cells, allowing for the potential treatment of various genetic disorders and diseases.
Used in Drug Delivery Systems:
3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57-nonadecaoxanonapentacontane-1,59-diol is utilized in the design of drug delivery systems to improve the solubility and bioavailability of various pharmaceutical compounds. The hydrophilic nature of the PEG chain aids in the dispersion of drugs in aqueous environments, enhancing their overall effectiveness.
Used in Cosmetics and Personal Care:
In the Cosmetics and Personal Care industry, 3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57-nonadecaoxanonapentacontane-1,59-diol is used as an ingredient in various formulations due to its water solubility and hydrophilic properties. It can improve the texture, consistency, and skin feel of products, making it a valuable component in the development of creams, lotions, and other personal care products.

Upstream product

• 111-77-3 2-(2-methoxyethoxy)ethyl alcohol 
• 1585235-93-3 1-(4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl)-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50,53,56,59-icosaoxahenhexacontan-61-ol 
• 89346-82-7 2-<2-<2-<2-(benzyloxy)ethoxy>ethoxy>ethoxy>ethyl 4-methylbenzenesulfonate 
• 86259-87-2 1-phenyl-2,5,8,11-tetraoxatridecan-13-ol 
• 6790-09-6 dodecaethylene glycol 
• 112-60-7 Tetraethylene glycol 
• 37860-51-8 tetraethylene glycol di(p-toluenesulfonate) 
• 477781-69-4 1-phenyl-2,5,8,11-tetraoxatridecan-13-yl methanesulfonate 

Downstream Products

• 1053658-70-0 octacosakis(ethylene glycol) 

Relevant articles and documents

Highly efficient synthesis of monodisperse poly(ethylene glycols) and derivatives through macrocyclization of oligo(ethylene glycols)

A macrocyclic sulfate (MCS)-based approach to monodisperse poly(ethylene glycols) (M-PEGs) and their monofunctionalized derivatives has been developed. Macrocyclization of oligo(ethylene glycols) (OEGs) provides MCS (up to a 62-membered macrocycle) as versatile precursors for a range of monofunctionalized M-PEGs. Through iterative nucleophilic ring-opening reactions of MCS without performing group protection and activation, a series of M-PEGs, including the unprecedented 64-mer (2850Da), can be readily prepared. Synthetic simplicity coupled with versatility of this new strategy may pave the way for broader applications of M-PEGs. Macrocycles make synthesis easier: Convenient macrocyclization of the OEGs provides versatile macrocyclic sulfates. These compounds are cornerstones for both monofunctionalization of OEGs and highly efficient synthesis of monodisperse PEGs and derivatives, including an unprecedented 64-mer.

Synthesis of poly(ethylene oxide) approaching monodispersity

Polydispersity in polymers hinders fundamental understanding of their structure-property relationships and prevents them from being used in fields like medicine, where polydispersity affects biological activity. The polydispersity of relatively short-chain poly(ethylene oxide) [(CH 2CH2O2)n; PEO] affects its biological activity, for example, the toxicity and efficacy of PEOylated drugs. As a result, there have been intensive efforts to reduce the dispersity as much as possible (truly monodispersed materials are not possible). Here we report a synthetic procedure that leads to an unprecedented low level of dispersity. We also show for the first time that it is possible to discriminate between PEOs differing in only 1 ethylene oxide (EO) unit, essential in order to verify the exceptionally low levels of dispersity achieved here. It is anticipated that the synthesis of poly(ethylene oxide) approaching monodispersity will be of value in many fields where the applications are sensitive to the distribution of molar mass.

Fluorous synthesis of mono-dispersed poly(ethylene glycols)

Mono-dispersed poly(ethylene glycols) (PEGs) are of great value in the development of biopharmaceuticals. However, tedious synthesis limits the availability of mono-dispersed PEGs. To address this issue, a fluorous synthesis of mono-dispersed PEGs, discretely PEGylated surfactants and 19F magnetic resonance imaging (MRI) agents has been developed. During the synthesis, both fluorous and normal phase silica gel-based solid-phase extractions were successfully employed to simplify the purifications. This synthesis provided an easy access to valuable mono-dispersed PEGs and related molecules for biomedical application on multi-gram scales.

Synthesis of oligo(ethylene glycol) toward 44-mer

A synthetic method for oligo(ethylene glycol) toward 44-mer (FW = 1956.35) is described. Reiteration of Williamson's ether synthesis and hydrogenation to remove protecting benzyl group affords desired oligo(ethylene glycol) toward 44-mer in moderate yields. The advantages in this method are use of commercially easily available materials as starting materials and procedures avoiding difficulty in purification of the products as much as possible.