56595-54-1

Basic information

• Product Name: D-ALANINE-2-D1
• Synonyms: D-ALANINE-2-D1;D-Alanine-d1
• CAS NO: 56595-54-1
• Molecular Formula: C3H6DNO2
• Molecular Weight: 90.1
• Mol File: 56595-54-1.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: D-ALANINE-2-D1(CAS DataBase Reference)
• NIST Chemistry Reference: D-ALANINE-2-D1(56595-54-1)
• EPA Substance Registry System: D-ALANINE-2-D1(56595-54-1)

Safety Data

• Hazardous Substances Data: 56595-54-1(Hazardous Substances Data)

Usage

Uses

D-Alanine-2-d1 (CAS# 56595-54-1) is a useful isotopically labeled research compound.

Upstream product

• 123052-91-5 tert-butyl (2S,5R)-2-(tert-butyl)-5-deuterio-3,5-dimethyl-4-oxo-1-imidazolidinecarboxylate 
• 1246496-76-3 (3R,6R)-[3-⁽²⁾H,6-⁽²⁾H]-1,4-bis((S)-1-(4-methoxyphenyl)ethyl)-3,6-dimethylpiperazine-2,5-dione 
• 338-69-2 D-Alanine 
• 5046-58-2 N-acetyl-DL-alanine-2-d1 
• 56-41-7 L-alanin 

Relevant articles and documents

Preparation of Deuterium Labeled Compounds by Pd/C-Al-D2O Facilitated Selective H-D Exchange Reactions

The chemo/regioselective H-D exchange of amino acids and synthetic building blocks by an environmentally benign Pd/C-Al-D2O catalytic system is described. Due to the importance of isotope labeled compounds in medicinal chemistry and structural biology, no

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.

Synthesis of Nonproteinogenic (R)- or (S)-Amino Acids. - Analogues of Phenylalanine, Isotopically Labelled and Cyclic Amino Acids from tert-Butyl 2-(tert-Butyl)-3-methyl-4-oxo-1-imidazolidinecarboxylate (Boc-BMI)

The enantiomerically pure glycine derivatives (R)- and (S)-Boc-BMI, commercially available on a kg scale, are used as starting materials (Scheme 1) for the preparation of (i) open-chain amino acids such as α-deuterio amino acids (4,5), β-arylalanines (2), aspartic acid derivatives (6, 7a, 8), or ω-halo amino acids (7b,c, 12, 13, 16, 17, 19, 22), (ii) of α-aminocycloalkanecarboxylic acids (9, 11), and (iii) of heterocyclic α-amino acids (14, 15, 18, 20) containing azetidine, pyrrolidine, piperidine or perhydroazepine rings.Inversion by deprotonation/protonation ordeuteration allows to prepare either enantiomer of an amino acid from the same Boc-BMI enantiomer (Scheme 5).Effects of additives such as the cyclic urea DMPU, lithium salts, or secondeary amines upon the reactivity of lithium enolates are discussed and, in part, exploited.