57234-29-4

Basic information

• Product Name: Benzene, 1,3-bis(methoxymethoxy)-
• Synonyms: 1,3-bis(methoxymethyl)resorcinol;1,3-bis(O-methoxymethyl)resorcinol;1,3-di(methoxymethoxy)benzene;1,3-bis{[(methyloxy)methyl]oxy}benzene;hydroquinone bis(methoxymethyl) ether;resorcinol di(methoxymethyl) ether
• CAS NO: 57234-29-4
• Molecular Formula: C10H14O4
• Molecular Weight: 198.219
• Mol File: 57234-29-4.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 137°C/7mmHg(lit.)
• Density: 1.1262 g/cm3
• Refractive Index: 1.4990 to 1.5030
• CAS DataBase Reference: Benzene, 1,3-bis(methoxymethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,3-bis(methoxymethoxy)-(57234-29-4)
• EPA Substance Registry System: Benzene, 1,3-bis(methoxymethoxy)-(57234-29-4)

Safety Data

• Hazardous Substances Data: 57234-29-4(Hazardous Substances Data)

Usage

General Description

Benzene, 1,3-bis(methoxymethoxy)- is a chemical compound with the molecular formula C10H14O4. It is a clear, colorless liquid with a molecular weight of 198.22 g/mol. Benzene, 1,3-bis(methoxymethoxy)- is used as a solvent and has applications in the production of polymers and plastics. It is also used in the manufacturing of dyes and pharmaceuticals. However,

Upstream product

• 13057-17-5 bromethyl methyl ether 
• 108-46-3 recorcinol 
• 109-87-5 Dimethoxymethane 
• 1083312-74-6 5-methoxy-1,3-bis(methoxymethoxy)-2-methylphenol 
• 144-55-8 sodium hydrogencarbonate 
• 107-30-2 chloromethyl methyl ether 
• 3188-13-4 ethyl chloromethyl ether 
• 150587-19-2 methoxymethoxy chloride 

Downstream Products

• 232275-88-6 (2,6-bis(methoxymethoxy)phenyl)boronic acid 
• 939017-92-2 2-allyl-1,3-bis(methoxymethoxy)benzene 
• 79850-99-0 1-(2,6-Bis-methoxymethoxy-phenyl)-4-(2-methyl-[1,3]dioxolan-2-yl)-butan-1-ol 
• 1083312-76-8 2-iodo-1,3-bis(methoxymethoxy)benzene 
• 1083312-75-7 2-benzyl-1,3-bis(methoxymethoxy)-benzene 
• 223718-30-7 3-(benzyloxycarbonyl)amino-7-hydroxy-8-methyl-2H-1-benzopyran-2-one 
• 3796-74-5 2-phenylresorcinol 
• 1016950-20-1 2-amino-N-(7-((2R,3R,4S,5R)-3,4-dihydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)benzamide 
• 1083312-84-8 benzyl 7-hydroxy-2-oxo-8-phenyl-2H-chromen-3-ylcarbamate 
• 1239437-76-3 Benzyl 7-(methoxymethoxy)-8-methyl-2-oxo-2H-chromen-3-ylcarbamate 
• 1239437-77-4 4-(7-(Methoxymethoxy)-8-methyl-2-oxo-2H-chromen-3-ylcarbamoyl)-2-(3-methylbut-2-enyl)phenyl acetate 
• 863578-46-5 2,4-bis(methoxymethoxy)phenylboronic acid 
• 1344028-49-4 2',4',5,7-tetramethoxymethoxyisoflavone 
• 1344028-46-1 1-iodo-2,4-dimethoxymethoxybenzene 

Relevant articles and documents

Dearomative enantio- and diastereoselective difluorination of resorcinol derivatives

We herein report enantio- and diastereoselective fluorination of naphthoresorcinol and resorcinol derivatives for the first time using a dicarboxylate phase-transfer catalyst. Stereoselective oxidative transformation of resorcinol derivatives is considered to be difficult because of their high reactivity, multiple reaction sites, and multiple hydrogen bond interactions due to the presence of the two hydroxy groups. Even though resorcinol and its oxidized frameworks are widely found in bioactive natural compounds, dearomative asymmetric fluorination of resorcinol derivatives remains unexplored. We found that our chiral dicarboxylate phase-transfer catalyst could serve as an effective catalyst for the purpose. Interestingly, naphthoresorcinols and resorcinols were converted to difluorination products preferentially rather than monofluorinated products. It is noteworthy that asymmetric desymmetrization of symmetrically substituted resorcinols occurred with up to 95% ee and the reaction was tolerant of various functional groups.

PROCESS AND INTERMEDIATES FOR THE SYNTHESIS OF VOXELOTOR

The invention relates to a process for the preparation of Voxelotor, or a salt or solvate thereof, according to the following scheme (Formula 1).

Synthesis of bavachromanol from resorcinol via a tandem cationic cascade/EAS sequence

The natural chalcone bavachromanol has been prepared through a tandem reaction sequence that joins cationic cyclization of an epoxide to an adjacent MOM-acetal with electrophilic aromatic substitution by a presumed methoxymethylene cation. Only a single regioisomer of the tandem product was observed, with substitution taking place exclusively ortho to the position of the original acetal. This regiocontrol provided a key intermediate from a symmetrical precursor, and allowed preparation of the meroterpenoid through a short reaction sequence.