696641-73-3

Basic information

• Product Name: (S)-3-Amino-3-(3,4-dimethyl-phenyl)-propionic acid
• Synonyms: (S)-3-Amino-3-(3,4-dimethyl-phenyl)-propionic acid;(S)-3-(3,4-DIMETHOXYPHENYL)-BETA-ALANINE ;H-b-Phe(3,4-dimethoxy)-OH;REF DUPL: (S)-beta-(3,4-dimethoxyphenyl)alanine;3,4-DiMethoxy-L-b-phenylalanine;Benzenepropanoic acid, .beta.-amino-3,4-dimethoxy-, (.beta.S)-;L-3-Amino-3-(3,4-dimethoxyphenyl)propanoic acid
• CAS NO: 696641-73-3
• Molecular Formula: C₁₁H₁₅NO₄
• Molecular Weight: 225.2411
• Mol File: 696641-73-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 379.7°C at 760 mmHg
• Flash Point: 183.4°C
• Appearance: /
• Density: 1.212g/cm³
• Vapor Pressure: 1.93E-06mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-3-Amino-3-(3,4-dimethyl-phenyl)-propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-Amino-3-(3,4-dimethyl-phenyl)-propionic acid(696641-73-3)
• EPA Substance Registry System: (S)-3-Amino-3-(3,4-dimethyl-phenyl)-propionic acid(696641-73-3)

Safety Data

• Hazardous Substances Data: 696641-73-3(Hazardous Substances Data)

Usage

General Description

"(S)-3-Amino-3-(3,4-dimethyl-phenyl)-propionic acid, also known as (S)-Fmoc-Dmp-OH or (S)-3-(Fmoc-amino)-3-(3,4-dimethylphenyl)propanoic acid, is a chemical compound bearing the formula C20H21NO4. It is a derivative of the essential alpha amino acid, L-phenylalanine, synthetically modified by the addition of two methyl groups to the phenyl group and protected by an Fmoc group, commonly used in peptide synthesis due to its fluorenyl group, which can be easily removed under mildly acidic conditions. The compound is an essential tool in organic chemistry for its role in producing more complex chemical structures. It appears as a white to off-white powder-like substance, and is not naturally occurring but manufactured in a laboratory setup.

InChI:InChI=1/C11H15NO4/c1-15-9-4-3-7(5-10(9)16-2)8(12)6-11(13)14/h3-5,8H,6,12H2,1-2H3,(H,13,14)/t8-/m0/s1

Upstream product

• 40918-98-7 (E)-3-(3,4-dimethoxyphenyl)acrylic acid tert-butyl ester 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 496912-12-0 tert-butyl (3S,αR)-3-(N-benzyl-N-α-methylbenzylamino)-3-(3,4-dimethoxyphenyl)propanoate 
• 167887-40-3 methyl (3S)-3-amino-3-(3,4-dimethoxyphenyl)propanoate 
• 4687-37-0 ethyl 3,4-dimethoxybenzoylacetate 

Relevant articles and documents

Glutamate as an Efficient Amine Donor for the Synthesis of Chiral β- and γ-Amino Acids Using Transaminase

A recyclable glutamate amine donor system employing transaminase (TA), glutamate dehydrogenase (GluDH) and mutant formate dehydrogenase (FDHm) was developed, wherein amine donor Glu was regenerated using GluDH and thereby circumvented the inhibition of TA by α-ketoglutarate. Various enantiopure β-, γ-amino acids, and amines were successfully synthesized with high conversions and excellent enantiomeric excess using this system.

Parallel synthesis of homochiral β-amino acids

The parallel asymmetric synthesis of an array of 30 β-amino acids of high enantiomeric purity using the conjugate addition of homochiral lithium N-benzyl-N-(α-methylbenzyl)amide as the key step is accomplished. The experimental simplicity and highly practical nature of the protocol is demonstrated by the efficient parallel conversion of 15 α,β-unsaturated esters to both enantiomeric series of the corresponding β-amino acids in high overall yields and selectivities with minimal purification involved in each step of the reaction protocol.