54879-88-8

Basic information

• Product Name: N-BENZYL-2,2-DIMETHOXYETHANAMINE
• Synonyms: N-BENZYL-2,2-DIMETHOXYETHANAMINE;ZERENEX E/4048119;1-(3-chlorophenyl)-2-hydroxy-2-[(8-hydroxyquinolin-7-yl)amino]ethanone;N-Benzyl-2,2-dimethoxy-1-ethanamine
• CAS NO: 54879-88-8
• Molecular Formula: C₁₁H₁₇NO₂
• Molecular Weight: 195.26
• Mol File: 54879-88-8.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 257.7°Cat760mmHg
• Flash Point: 105.8°C
• Appearance: /
• Density: 1.008g/cm³
• Vapor Pressure: 0.0144mmHg at 25°C
• Refractive Index: 1.497
• PKA: 7.30±0.29(Predicted)
• CAS DataBase Reference: N-BENZYL-2,2-DIMETHOXYETHANAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYL-2,2-DIMETHOXYETHANAMINE(54879-88-8)
• EPA Substance Registry System: N-BENZYL-2,2-DIMETHOXYETHANAMINE(54879-88-8)

Safety Data

• Hazardous Substances Data: 54879-88-8(Hazardous Substances Data)

Usage

Uses

N-Benzyl-2,2-dimethoxyethanamine is used in the preparation of guanidylimidazole and guanidylimidazoline derivs. as antimalarial agents.

InChI:InChI=1/C11H17NO2/c1-13-11(14-2)9-12-8-10-6-4-3-5-7-10/h3-7,11-12H,8-9H2,1-2H3

Upstream product

• 7252-83-7 1-bromo-2,2-dimethoxyethane 
• 100-46-9 benzylamine 
• 97-97-2 chloroacetaldehyde dimethyl acetal 
• 54879-74-2 (2,2-Dimethoxy-ethyl)-[1-phenyl-meth-(Z)-ylidene]-amine 
• 22483-09-6 2,2-dimethoxyethylamine 
• 51673-84-8 dimethoxyacetaldehyde 
• 64792-80-9 2-(benzoylamino)acetaldehyde dimethyl acetal 
• 100-52-7 benzaldehyde 
• 216578-83-5 (RS)-N-benzyl-2-chloro-2-fluoroethanamide 
• 958643-13-5 N-benzyl-N-(2-chloro-2-fluoroethyl)amine 

Downstream Products

• 95821-37-7 benzyl-[2,2-bis-(3,4-dimethoxy-phenyl)-ethyl]-amine 
• 119369-68-5 9,10-bis-benzylaminomethyl-2,3,6,7-tetramethoxy-9,10-dihydro-anthracene 
• 23269-10-5 1-benzyl-1H-imidazole-2-thione 
• 141213-93-6 2-amino-6--5-nitro-4(3H)-pyrimidinone 
• 307002-13-7 benzyl (benzyl)(2,2-dimethoxyethyl)carbamate 
• 945257-27-2 C₁₉H₂₃NO₃ 
• 1041439-19-3 C₂₇H₃₆N₂O₇ 
• 1083074-15-0 C₃₂H₃₈N₂O₅ 
• 1083074-11-6 C₂₉H₃₂N₂O₅ 
• 1083074-12-7 C₃₅H₃₆N₂O₅ 
• 1083074-13-8 C₃₃H₄₀N₂O₆ 
• 1083074-14-9 C₃₉H₄₄N₂O₆ 
• 1083074-02-5 C₁₃H₁₈ClNO₃ 
• 1379763-40-2 (R)-dineopentyl 2-(2-(benzyl(2,2-dimethoxyethyl)amino)-2-(3,4-dimethoxyphenyl)ethyl)malonate 

Relevant articles and documents

Six-Step Gram-Scale Synthesis of the Human Immunodeficiency Virus Integrase Inhibitor Dolutegravir Sodium

A short and practical synthesis for preparing the active pharmaceutical ingredient dolutegravir sodium was developed. The convergent strategy starts from (R)-3-amino-1-butanol and establishes the BC ring system in a 76% isolated yield over four steps. Ring A was constructed by a one-pot 1,4-addition to diethyl-(2E/Z)-2-(ethoxymethylidene)-3-oxobutandioate and subsequent MgBr2·OEt2-mediated regioselective cyclization. Amide formation with 2,4-difluorobenzylamine was either performed from the free carboxylic acid or through aminolysis of the corresponding ethyl ester. Final salt formation afforded dolutegravir sodium in a 48-51% isolated yield (HPLC purity of 99.7-99.9%) over six linear steps.

Synthesis of tetrahydroisoquinolines through TiCl4-mediated cyclization and Et3SiH reduction

A versatile and efficient telescoped reaction sequence for the synthesis of tetrahydroisoquinolines (THIQs) is reported that uses TiCl4 to promote cyclization of a benzylaminoacetal derivative and Et3SiH for reduction of the intermediate 4-hydroxy-THIQ. This method is complimentary to the classical Pomeranz-Fritsch and related reactions since it tolerates electron-withdrawing substituents and allows access to 8-substituted THIQs.

Preparation method of polysubstituted pyrrole compound

The invention discloses a preparation method of a polysubstituted pyrrole compound of 1-benzyl-2-amino-3-cyan pyrrole derivative. Malononitrile, benzaldehyde and aminoacetaldehyde dimethanol are usedas starting raw materials to prepare a target product through reductive amination, loop closing and amino derivatization. The compound has potential bioactivity.