33876-18-5

Basic information

• Product Name: Carbamic acid, [(1S)-1-(1H-tetrazol-5-yl)ethyl]-, phenylmethyl ester
• CAS NO: 33876-18-5
• Molecular Formula: C11H13N5O2
• Molecular Weight: 247.257
• Mol File: 33876-18-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [(1S)-1-(1H-tetrazol-5-yl)ethyl]-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1S)-1-(1H-tetrazol-5-yl)ethyl]-, phenylmethyl ester(33876-18-5)
• EPA Substance Registry System: Carbamic acid, [(1S)-1-(1H-tetrazol-5-yl)ethyl]-, phenylmethyl ester(33876-18-5)

Safety Data

• Hazardous Substances Data: 33876-18-5(Hazardous Substances Data)

Upstream product

• 28819-05-8 (S)-2-benzyloxycarbonylamino-propionic acid methyl ester 
• 17343-54-3 (S)-2-(benzyloxycarbonylamino)-propionitrile 
• 13139-27-0 L-α-N-Cbz-alaninamide 
• 1142-20-7 N-Cbz-Ala 

Relevant articles and documents

Synthesis of an Enantipure Tetrazole-Based Homochiral CuI,II-MOF for Enantioselective Separation

An enantipure (1S)-1-(5-tetrazolyl)ethylamine (5-eatz) ligand was first employed to construct a homochiral porous metal-organic framework, {[CuI2CuII(5-eatz)2(CN-)(H2O)]+[NO3-]}·[DMF] (1), with unusual ligand-unsupported Cu···Cu interactions. Such a compound shows high stability in water and common organic solvents. Remarkably, it has high enantioselectivity toward (R,S)-1-phenylethanol and (R,S)-1-phenylpropanol with enantiomeric excess values of up to 42% and 48%, respectively.

ANTIBACTERIAL COMPOUND AND USES OF SAME

A new compound exhibiting particularly advantageous antibacterial properties, and having the structural formula: L-pyroglutamyl-L-1-aminoethyltetrazole (or N-(1-(1H-tetrazol-5-yl)ethyl)-5-oxopyrrolidine-2-carboxamide). Also, the use of this compound in mi

Direct asymmetric intermolecular aldol reactions catalyzed by amino acids and small peptides

In nature there are at least nineteen different acyclic amino acids that act as the building blocks of poly-peptides and proteins with different functions. Here we report that α-amino acids, β-amino acids, and chiral amines containing primary amine functions catalyze direct asymmetric intermolecular aldol reactions with high enantio-selectivities. Moreover, the amino acids can be combined into highly modular natural and unusual small peptides that also catalyze direct asymmetric intermolecular aldol reactions with high stereoselectivities, to furnish the corre sponding aldol products with up to > 99% ee. Simple amino acids and small peptides can thus catalyze asymmetric aldol reactions with stereoselectivities matching those of natural enzymes that have evolved over billions of years. A small amount of water accelerates the asymmetric aldol reactions catalyzed by amino acids and small peptides, and also increases their stereoselectivities. Notably, small peptides and amino acid tetrazoles were able to catalyze direct asymmetric aldol reactions with high enantioselectivities in water, while the parent amino acids, in stark contrast, furnished nearly racemic products. These results suggest that the prebiotic oligomerization of amino acids to peptides may plausibly have been a link in the evolution of the homochirality of sugars. The mechanism and stereochemistry of the reactions are also discussed.