81732-49-2

Basic information

• Product Name: 5-(bromoacetyl)-1,3-phenylene bis(dimethylcarbamate)
• Synonyms: 5-(bromoacetyl)-1,3-phenylene bis(dimethylcarbamate);Bis(dimethylcarbamic acid)5-bromoacetyl-1,3-phenylene ester
• CAS NO: 81732-49-2
• Molecular Formula: C₁₄H₁₇BrN₂O₅
• Molecular Weight: 373.19918
• EINECS: 279-805-6
• Mol File: 81732-49-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 473.528°C at 760 mmHg
• Flash Point: 240.181°C
• Appearance: /
• Density: 1.453g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: 5-(bromoacetyl)-1,3-phenylene bis(dimethylcarbamate)(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(bromoacetyl)-1,3-phenylene bis(dimethylcarbamate)(81732-49-2)
• EPA Substance Registry System: 5-(bromoacetyl)-1,3-phenylene bis(dimethylcarbamate)(81732-49-2)

Safety Data

• Hazardous Substances Data: 81732-49-2(Hazardous Substances Data)

Usage

Uses

N,?N-?Dimethyl-carbamic Acid C,?C''-?[5-?(2-?Bromoacetyl)?-?1,?3-?phenylene] Ester is an intermediate in synthesizing 1-Keto Bambuterol Hydrochloride (K171500), a Bambuterol (B117500) impurity.

InChI:InChI=1/C14H17BrN2O5/c1-16(2)13(19)21-10-5-9(12(18)8-15)6-11(7-10)22-14(20)17(3)4/h5-7H,8H2,1-4H3

Upstream product

• 35086-59-0 1-(3',5'-diacetoxyphenyl)ethanone 
• 51863-60-6 3,5-dihydroxyacetophenone 
• 81732-48-1 bis-3,5-(N,N-dimethylcarbamoyloxy)-acetophenone 

Downstream Products

• 1027450-75-4 (R)-1-bromo-2-[3,5-bis(N,N-dimethylcarbamyloxy)phenyl]-2-ethanol 
• 1392396-73-4 (R)-3,5-bis(N,N-dimethylcarbamyloxy)metaproterenol 
• 1050279-04-3 (R)-2-[3,5-di(N,N-dimethylcarbamyloxy)phenyl]oxirane 
• 1392302-62-3 3-[(dimethylcarbamoyl)oxy]-5-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}phenyl N,N-dimethylcarbamate 
• 1392302-60-1 2-[3,5-di(N,N-dimethylcarbamyloxy)phenyl]oxirane 
• 801977-26-4 3,5-bis(N,N-dimethylcarbamyloxy)metaproterenol 
• 788821-30-7 (R)-2-(tert-butylamino)-1-[3,5-bis(dimethylcarbamoyloxy)phenyl]ethanol 

Relevant articles and documents

Synthetic process of Bambuterol hydrochloride

The invention discloses a synthetic process of Bambuterol hydrochloride and particularly discloses a synthetic method of 1-[bis-(3,5-N,N-dimethylcarbamoyloxy)phenyl]-2-N-tert-butylaminoethanol hydrochloride. The synthetic method is easy in operation, short in route, mild in condition, environment-friendly and high in finished product quality.

A compound and its preparation method and application (by machine translation)

This invention discloses a kind of compound, preparation method and application thereof, belongs to the field of medicine. The compound is 1 - [di-(3 the [...], 5 the [...] -N, N-dimethylamino formyloxy) phenyl] - 2-N-tert-butyl amino ethanol derivatives, the chemical structure formula such as formula (I) is shown. This compound has prominent inhibition of butyryl choline esterase, can be used as a the use of butyryl choline esterase inhibitors. Also may be used in preparing the butyrylcholinesterase for the treatment of diseases associated to be applied to the drug. (by machine translation)

Synthesis of (R)-bambuterol based on asymmetric reduction of 1-[3,5-bis(dimethylcarbamoyloxy)phenyl]-2-chloroethanone with incubated whole cells of Williopsis californica JCM 3600

To achieve the synthesis of (R)-bambuterol, a prodrug of (R)-terbutaline, asymmetric reduction of 1-[3,5-bis(dimethylcarbamoyloxy)phenyl]-2-chloroethanone with whole cells of Williopsis californica JCM 3600 pre-incubated on glycerol as a carbon source was examined. Initially, the insolubility of this crystalline substrate (mp 126-127 C) in the incubation broth was an obstacle that needed to be overcome. To solve the problem, the concentration of glycerol was increased to 10% during reduction. Glycerol worked well for recycling oxido-reduction cofactors and for enhancing the water solubility of the substrate. The reduction proceeded smoothly to give enantiomerically pure (R)-alcohol in 81% isolated yield.