894079-42-6

Basic information

• Product Name: Phenol, 3-[(1S)-1-(methylamino)ethyl]-
• CAS NO: 894079-42-6
• Molecular Formula: C9H13NO
• Molecular Weight: 151.208
• Mol File: 894079-42-6.mol

Chemical Properties

• CAS DataBase Reference: Phenol, 3-[(1S)-1-(methylamino)ethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 3-[(1S)-1-(methylamino)ethyl]-(894079-42-6)
• EPA Substance Registry System: Phenol, 3-[(1S)-1-(methylamino)ethyl]-(894079-42-6)

Safety Data

• Hazardous Substances Data: 894079-42-6(Hazardous Substances Data)

Upstream product

• 1017234-23-9 (1S)-N-((S)-1-(3-hydroxyphenyl)ethyl)-N-methyl-1-phenylethanamine 
• 1017234-21-7 3-((S)-1-((S)-1-phenylethylamino)ethyl)phenol 
• 121-71-1 3-Hydroxyacetophenone 
• 923035-06-7 3-((1-methylamino)ethyl)phenol 

Downstream Products

• 894079-56-2 (S)-3-(1-dimethylaminoethyl)phenol hydrochloride 
• 923035-05-6 (S)-3-[1-(methylamino)ethyl]-phenyl N-ethyl-N-methyl-carbamate 
• 923035-09-0 L-(S)-3-[1-(methylamino)ethyl]phenol hydrochloride 
• 139306-10-8 (S)-3-(1-dimethylaminoethyl)phenol 
• 123441-03-2 rivastigmin 
• 123441-03-2 rivastigmine tartrate 

Relevant articles and documents

A karbala sandbank chiral intermediate and its preparation method

The invention discloses a chiral intermediate of rivastigmine, and a preparation method thereof. The preparation method comprises the steps of preparing 3-[1-(methyllamino)ethyl]phenol through reacting a raw material of 3-hydroxyacetophenone with an methylamine water solution to form an imine and reducing the imine; carrying out resolution by using a chiral reagent to obtain a novel intermediate of (s)-3-[1-(methyllamino)ethyl]phenol of rivastigmine; and further loading methyl on basis of the intermediate to obtain an important intermediate of (S)-3-[1-(dimethyllamino)ethyl]phenol. Compared with a conventional synthetic method of (s)-rivastigmine, the preparation method provided by the invention has high resolution rate, low cost and small load for treatment of three wastes, has little pollution to an environment, and is beneficial to large-scale production.

General strategy for large-scale synthesis of (+)-rivastigmine and (+)-NPS R-568

An economically viable strategy for the total synthesis of (+)-rivastigmine and (+)-NPS R-568 has been reported. The strategy involves regioselective hydrogenation of diastereomerically pure bis amine to realize the desired a-methyl chiral substituted benzyl amine. The route is economical, scalable, and versatile enough to be adapted to similar classes of compounds. Taylor & Francis Group, LLC.

METHOD OF OBTAINING PHENYL CARBAMATES

The invention relates to a method of obtaining phenyl carbamates (I), wherein R 1 is lower alkyl C 1 -C 5 or benzyl and R 2 is methyl, ethyl or propyl, consisting in reacting L-(S)-3-[(1-methylamino)ethyl]phenol, in the presence of a base, with a carbamoyl halide in order to obtain an intermediate and, subsequently, subjecting said intermediate to a reducing amination reaction or a methylation reaction by reacting same with a methyl halide. The above-mentioned compounds (I) include rivastigmine, a compound that inhibits cholinesterase in the central nervous system, and can be used in the treatment of neurodegenerative diseases (E.g. senile dementia and Alzheimer's disease).