92471-85-7

Basic information

• Product Name: (R)-5-Bromo-6-methoxy-α-methyl-2-naphthaleneacetic acid
• Synonyms: (R)-5-Bromo-6-methoxy-α-methyl-2-naphthaleneacetic acid;(-)-BroMonaproxen;(R)-5-BroMo Naproxen;R-(-)-2-(5-BroMo-6-Methoxy-2-naphthyl)propionic Acid
• CAS NO: 92471-85-7
• Molecular Formula: C₁₄H₁₃BrO₃
• Molecular Weight: 309.15522
• Product Categories: Aromatics;Chiral Reagents;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 92471-85-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-5-Bromo-6-methoxy-α-methyl-2-naphthaleneacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-5-Bromo-6-methoxy-α-methyl-2-naphthaleneacetic acid(92471-85-7)
• EPA Substance Registry System: (R)-5-Bromo-6-methoxy-α-methyl-2-naphthaleneacetic acid(92471-85-7)

Safety Data

• Hazardous Substances Data: 92471-85-7(Hazardous Substances Data)

Usage

Uses

(R)-5-Bromo Naproxen is an impurity of (R)-Naproxen (N377510).

Upstream product

• 101154-53-4 (4R,5R)-2-(1-Bromo-ethyl)-2-(5-bromo-6-methoxy-naphthalen-2-yl)-[1,3]dioxolane-4,5-dicarboxylic acid 
• 101154-54-5 (1'R,4R,5R)-2-(1-Bromoethyl)-2-(5-bromo-6-methoxy-2-naphthyl)-1,3-dioxolane-4,5-dicarboxylic acid 
• 866365-36-8 2-(5-bromo-6-methoxy-naphthalen-2-yl)-propionic acid ethyl ester 

Downstream Products

• 23979-41-1 (R)-2-(6-methoxy-2-naphthyl)propionic acid 

Relevant articles and documents

Trichosporon beigelli esterase (TBE): A versatile esterase for the resolution of economically important racemates

A hydrolase producing strain Trichosporon beigelli esterase (TBE) isolated from local cottage cheese in its native form has displayed versatility and high efficacy in the kinetic resolution of a wide range of economically important substrates, which include racemic secondary alcohols, such as 1-(6-methoxy-2-naphthyl)ethanol (E ～ 316), 1-(3,4-methylenedioxyphenyl) ethanol and pentanol (E ～ 180 and 156 resp.), and alkyl esters of carboxylic acids such as ibuprofen (E ～ 340), 2-(benzylthio)propanoic acid (E ～ 1000). In other substrates such as in the primary alcohol 2-(6-methoxy-2- naphthyl)propan-1-ol and carboxylic acids such as 2-(5-bromo-6-methoxy-2- naphthyl)propanoic acid, 2-(2-naphthyloxy)propanoic acid, and substituted 2-thiopropanoic acids, it displayed moderate to low selectivity. Commercial lipases such as CCL, PPL, and PSL were also used in the resolution of the substrates for comparative studies.

Tartaric Acid, an Efficient Chiral Auxiliary: New Asymmetric Synthesis of 2-Alkyl-2-arylacetic Acids

A highly enantioselective synthesis of 2-alkyl-2-arylacetic acids, an important class of antiinflammatory agents, based on a new diastereoselective α-bromination of homochiral acetals 1 and on the stereospecific silver-promoted rearrangement of the corresponding homochiral α-bromo acetals 2 and 3, is reported.The new methodology represents a meaningful example of the use of tartaric acid as efficient and economic chiral auxiliary.The asymmetric bromination of 1 is of general character and occurs with very high diastereoselectivity, even at room temperature; a mechanism for the new reaction is proposed.The overall process has been successfully applied to the preparation of enantiomerically pure 2-alkyl-2-arylacetic acids, among them (2S)-(+)-2-(6-methoxy-2-naphthyl)propanoic acid (Naproxen)