122078-08-4

Basic information

• Product Name: Benzenemethanamine, 3,4,5-trimethoxy-a-methyl-,(S)-
• Synonyms: Benzenemethanamine, 3,4,5-trimethoxy-a-methyl-,(S)-;Benzenemethanamine, 3,4,5-trimethoxy-α-methyl-, (S)- (9CI);5-triMethoxy-a-Methyl-;(1S)-1-(3,4,5-TRIMETHOXYPHENYL)ETHYLAMINE;Benzenemethanamine,3,4,5-trimethoxy-a-methyl-,(S)- (9CI)
• CAS NO: 122078-08-4
• Molecular Formula: C₁₁H₁₇NO₃
• Molecular Weight: 0
• Product Categories: API intermediates
• Mol File: 122078-08-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenemethanamine, 3,4,5-trimethoxy-a-methyl-,(S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, 3,4,5-trimethoxy-a-methyl-,(S)-(122078-08-4)
• EPA Substance Registry System: Benzenemethanamine, 3,4,5-trimethoxy-a-methyl-,(S)-(122078-08-4)

Safety Data

• Hazardous Substances Data: 122078-08-4(Hazardous Substances Data)

Usage

General Description

Benzenemethanamine, 3,4,5-trimethoxy-α-methyl-,(S)- is a chemical compound with the molecular formula C11H17NO3. It is also known as 3,4,5-trimethoxyamphetamine or TMA-6. Benzenemethanamine, 3,4,5-trimethoxy-a-methyl-,(S)- is a psychedelic drug and is structurally related to the phenethylamine hallucinogen mescaline. TMA-6 is a potent serotonin receptor agonist and has been used in scientific research to study the effects of psychedelic substances on the brain and behavior. It is not approved for medical use and is classified as a controlled substance in many countries due to its psychoactive properties.

Upstream product

• 1136-86-3 methyl (3,4,5-trimethoxyphenyl) ketone 
• 122078-21-1 (1S,1'S)-N-(1'-phenylethyl)-1-(3'',4''.5''-trimethoxyphenyl)ethylamine 

Relevant articles and documents

Chiral Building Blocks for the Synthesis of Nitrogen-Containing Natural Products, 5. The Enantioselective Synthesis of Optically Active, Benzene Nucleus-Substituted 1-Phenylethylamines from the Corresponding Acetophenones

An efficient two-step procedure for the synthesis of enantiomerically pure, benzene nucleus-substituted 1-phenylethylamines 1 is described, with predictable absolute configuration at the stereogenic center: Imine formation from the substituted acetophenones 6 with (S)- or (R)-1-phenylethylamine and subsequent hydrogenation of the resulting Schiff bases 8 over Raney nickel leads to the secondary amines 9 and 10 in high diastereoselectivities.These dibenzylamines are cleaved regioselectively, usually next to the less substituted aromatic ring, giving the desired chiral 1-phenylethylamines 1 in high yields and enantiomeric purities.Scope and limitations of this new and facile approach to the versatile building blocks 1 are reported.