21386-65-2

Usage

Uses

L-Alanine-2-d1 (CAS# 21386-65-2) is a useful isotopically labeled research compound.

Upstream product

• 56-41-7 L-alanin 
• 1246496-71-8 (3S,6S)-[3-⁽²⁾H,6-⁽²⁾H]-1,4-bis((S)-1-(4-methoxyphenyl)ethyl)-3,6-dimethylpiperazine-2,5-dione 
• 1255087-81-0 C₁₂H₁₄⁽²⁾HNO₃ 
• 5046-58-2 N-acetyl-DL-alanine-2-d1 
• 338-69-2 D-Alanine 

Downstream Products

• 88181-11-7 Boc-L-<2-(2)H>alanine 
• 225101-64-4 N-α-Fmoc-L-alanine-2-d1 

Relevant academic research and scientific papers

Solution-Phase Raman Studies of Alanyl Dipeptides and Various Isotopomers: A Reevaluation of the Amide III Vibrational Assignment

Solution-phase Raman spectra of L-alanyl-L-alanine and five nitrogen and/or α-deuterated isotopomers are reported.Detailed vibrational assignments on this set of spectra have led to a somewhat different interpretation of the amide III vibrational region, as compared to literature assignments.The differences result from the fact that, in these deuterated samples, the nature of certain vibrations, and their interactions with other vibrations of similar energies, may be investigated with very high sensitivity.A discussion of the observed interaction of the amide III vibration and the methine deformation is presented, leading to an explanation for the geometric sensitivity of the band commonly referred to as the "amide III" mode.

Development and Scale-Up of Stereoretentive α-Deuteration of Amines

A stereoretentive deuteration of amino acids and amines has been developed using ruthenium on carbon catalyst, hydrogen gas at atmospheric pressure, and deuterium oxide as a source of deuterium. The process was successfully scaled-up, avoiding the use of expensive and sensitive catalyst and avoiding the use of deuterium gas under pressure. High deuterium incorporation and high yield of labeled compounds were obtained by a simple filtration process.

Catalytic Stereoinversion of L -Alanine to Deuterated D -Alanine

A combination of an achiral pyridoxal analogue and a chiral base has been developed for catalytic deuteration of L-alanine with inversion of stereochemistry to give deuterated D-alanine under mild conditions (neutral pD and 25°C) without the use of any pr

Enantiospecific C-H Activation Using Ruthenium Nanocatalysts

The activation of C-H bonds has revolutionized modern synthetic chemistry. However, no general strategy for enantiospecific C-H activation has been developed to date. We herein report an enantiospecific C-H activation reaction followed by deuterium incorporation at stereogenic centers. Mechanistic studies suggest that the selectivity for the α-position of the directing heteroatom results from a four-membered dimetallacycle as the key intermediate. This work paves the way to novel molecular chemistry on nanoparticles.

Enantioselective synthesis of α-deuterium labelled chiral α-amino acids via dynamic kinetic resolution of racemic azlactones

Catalytic dynamic kinetic resolution (DKR) of racemic azlactones with EtOD using squaramide-based dimeric cinchona alkaloid organocatalysts is shown to be a highly effective strategy for the preparation of enantiomerically pure α-deuterated chiral α-amino

A stereoselective synthesis of α-deuterium-labelled (S)-α-amino acids

An atom-efficient and stereoselective synthesis has been developed for the preparation of α-2H-labelled (S)-α-amino acids, starting from a novel chiral diketopi-perazine scaffold. Efficient mono-alkylation of the chiral template afforded the (S)-substituted adducts with the nature of the electrophile significantly effecting the stereochemical outcome. Subsequent alkylation was totally selective producing the 1, 4-cis adduct as the sole diastereoisomer. The deprotection was carried out using cerium ammonium nitrate followed by acid hydrolysis affording the enantipure α-amino acids. Springer-Verlag 2010.