93206-09-8

Basic information

• Product Name: Acetic acid, [2-(phenylmethoxy)ethoxy]-
• Synonyms: Acetic acid, [2-(phenylmethoxy)ethoxy]-;BnO-PEG1-CH2COOH
• CAS NO: 93206-09-8
• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.22646
• Mol File: 93206-09-8.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Acetic acid, [2-(phenylmethoxy)ethoxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, [2-(phenylmethoxy)ethoxy]-(93206-09-8)
• EPA Substance Registry System: Acetic acid, [2-(phenylmethoxy)ethoxy]-(93206-09-8)

Safety Data

• Hazardous Substances Data: 93206-09-8(Hazardous Substances Data)

Usage

Description

Acetic acid, [2-(phenylmethoxy)ethoxy]-, also known as Benzyl-PEG2-CH2CO2H, is a PEG linker with a benzyl protecting group and a terminal carboxylic acid. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The benzyl protecting group can be removed via hydrogenolysis. The hydrophilic PEG linker increases the water solubility of the compound.

Uses

Used in Pharmaceutical Industry:
Acetic acid, [2-(phenylmethoxy)ethoxy]is used as a PEG linker for improving the water solubility and stability of drug molecules. The terminal carboxylic acid allows for the formation of stable amide bonds with primary amine groups, enabling the attachment of drug molecules to the PEG linker.
Used in Chemical Synthesis:
Acetic acid, [2-(phenylmethoxy)ethoxy]is used as a building block in the synthesis of various organic compounds. The terminal carboxylic acid can be used for the formation of esters, amides, and other functional groups, while the benzyl protecting group can be removed via hydrogenolysis to reveal the hydroxyl group for further reactions.

Upstream product

• 2050-25-1 diethylene glycol monobenzyl ether 
• 622-08-2 2-Benzyloxyethanol 
• 79-11-8 chloroacetic acid 
• 93206-15-6 <2-(benzyloxy)ethoxy>acetic acid methylester 
• 1309451-06-6 2-(2-(benzyloxy)ethoxy)acetic acid tert-butyl ester 
• 869310-52-1 (2-benzyloxy-ethoxy)-acetaldehyde 
• 1068-52-6 sodium 2-bromoacetate 
• 124251-97-4 2-(2-benzyloxyethoxy)propionic acid 

Downstream Products

• 1192068-65-7 (S)-3-[2-(2-benzyloxyethoxy)acetoxy]-2-((S)-2-tert-butoxycarbonylaminothiopropionylamino)propionic acid tert-butyl ester 
• 1207634-88-5 3-{[2-(benzyloxy)ethoxy]acetyl}-6-(3-fluoro-4-methoxybenzyl)-2,3,4,7-tetrahydro-1H-indolo[2,3-c][1,7]naphthyridine 
• 1207516-52-6 2-[2-(benzyloxy)ethoxy]-1-[10-fluoro-6-(3-fluoro-4-methoxybenzyl)-1,2,4,7-tetrahydro-3H-indolo[2,3-c][1,7]naphthyridin-3-yl]ethanone 
• 1239890-95-9 N,N'-bis-(2-(2-benzyloxyethoxy)ethanoyl)-1,3-propanediamine 
• 727736-40-5 methyl 5-({[2-(benzyloxy)ethoxy]acetyl}amino)pentanoate 
• 609805-64-3 methyl trans-4-({[2-(2-benzyloxy)ethoxy]acetyl}amino)cyclohexanecarboxylate 
• 93206-12-3 6-amino-3-<<2-(benzyloxy)ethoxy>methyl>-1,2,4-triazolo<3,4-f>-1,2,4-triazin-8(7H)-one 
• 181725-48-4 N-Benzyl-N-[2-(2-{benzyl-[2-(2-benzyloxy-ethoxy)-acetyl]-amino}-phenoxy)-phenyl]-2-(2-benzyloxy-ethoxy)-acetamide 
• 181725-46-2 2-(2-Benzyloxy-ethoxy)-N-(2-{2-[2-(2-benzyloxy-ethoxy)-acetylamino]-phenoxy}-phenyl)-acetamide 
• 181725-44-0 2-(2-benzyloxyethoxy)acetyl chloride 
• 93206-10-1 <2-(benzyloxy)ethoxy>acetic acid, 2-(3-amino-4,5-dihydro-5-oxo-1,2,4-triazin-6-yl)hydrazide 

Relevant articles and documents

Orthoester derivatives of crown ethers as carriers for pharmaceutical and diagnostic compositions

This invention relates to A crown ether of formula (I) wherein m is 4, 5, 6, 7, or 8 and i is, independently for each occurrence, 1 or 2; at least one occurrence in the crown ether of R1, R2 and the carbon to which R1 and R2 are attached, said carbon being bound directly to an ether oxygen of formula (I), form together a group of formula (II) wherein L is a linker which is absent or selected from a covalent bond and (CR5R6)n, useful as carriers for pharmaceutical and diagnostic compositions.

Synthesis and evaluation of new spacers for use as dsDNA end-Caps

A series of aliphatic and aromatic spacer molecules designed to cap the ends of DNA duplexes have been synthesized. The spacers were converted into dimethoxytrityl-protected phosphoramidites as synthons for oligonucleotides synthesis. The effect of the spacers on the stability of short DNA duplexes was assessed by melting temperature studies. End-caps containing amide groups were found to be less stabilizing than the hexaethylene glycol spacer. End-caps containing either a terthiophene or a naphthalene tetracarboxylic acid diimide were found to be significantly more stabilizing. The former showed a preference for stacking above an A·T base pair. Spacers containing only methylene (-CH2-) and amide (-CONH-) groups interact weakly with DNA and consequently may be optimal for applications that require minimal influence on DNA structure but require a way to hold the ends of double-stranded DNA together.

BENZYL-SUBSTITUTED TETRACYCLIC HETEROCYCLIC COMPOUNDS

The present invention pertains to Benzyl-substituted tetracyclic heterocyclic compounds of formula (I), as well as the resulting pharmaceutical compositions, and their use in the treatment or prophylaxis of diseases alleviated by inhibition of type 5 phosphodiesterases. Furthermore, the present invention pertains to the methods of manufacturing these Benzyl -substituted tetracyclic heterocyclic compounds.