702700-79-6

Basic information

• Product Name: (R)-5-(pyrrolidin-2-yl)-1H-tetrazole
• Synonyms: (R)-5-(pyrrolidin-2-yl)-1H-tetrazole;(R)-5-(2-Pyrrolidinyl)-1H-tetrazole;5-[(2R)-pyrrolidin-2-yl]-2H-1,2,3,4-tetrazole;5-[(2R)-2-pyrrolidinyl]-2H-Tetrazole;702700-79-6
• CAS NO: 702700-79-6
• Molecular Formula: C₅H₉N₅
• Molecular Weight: 139.15846
• Mol File: 702700-79-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 272-274℃
• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Acetic Acid (Slightly), Water (Sparingly)
• CAS DataBase Reference: (R)-5-(pyrrolidin-2-yl)-1H-tetrazole(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-5-(pyrrolidin-2-yl)-1H-tetrazole(702700-79-6)
• EPA Substance Registry System: (R)-5-(pyrrolidin-2-yl)-1H-tetrazole(702700-79-6)

Safety Data

• Hazardous Substances Data: 702700-79-6(Hazardous Substances Data)

Usage

Description

(R)-5-(pyrrolidin-2-yl)-1H-tetrazole is an organic compound characterized by its unique molecular structure, featuring a tetrazole ring and a pyrrolidine moiety. (R)-5-(pyrrolidin-2-yl)-1H-tetrazole is known for its ability to catalyze various chemical reactions, making it a valuable component in the field of organic chemistry and pharmaceutical synthesis.

Uses

Used in Pharmaceutical Industry:
(R)-5-(pyrrolidin-2-yl)-1H-tetrazole is used as a catalyst for stereoselective reactions, such as the Mannich reaction, aldol reaction, and nitro-Michael reaction. These reactions are crucial in the synthesis of complex organic molecules, including those with potential pharmaceutical applications. The stereoselective nature of these reactions allows for the creation of specific enantiomers, which can be essential for the desired biological activity and safety profile of a drug.
Used in Chemical Synthesis:
In the broader field of chemical synthesis, (R)-5-(pyrrolidin-2-yl)-1H-tetrazole is employed as a catalyst to facilitate various reactions, leading to the formation of different organic compounds. Its ability to selectively promote specific reaction pathways makes it a valuable tool for chemists working on the development of new materials and compounds with tailored properties.
Overall, (R)-5-(pyrrolidin-2-yl)-1H-tetrazole is a versatile compound with significant applications in both the pharmaceutical industry and chemical synthesis, primarily due to its catalytic properties in stereoselective reactions.

Upstream product

• 620601-77-6 (+)-(R)-2-cyano-pyrrolidine-1-carboxylic acid benzyl ester 
• 62937-47-7 (2R)-2-carbamoyl-pyrrolidine-1-carboxylic acid benzyl ester 
• 6404-31-5 Z-D-proline 
• 839711-73-8 (2R)-2-(1H-tetrazol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester 

Downstream Products

• 920748-24-9 2-(1-methyl-1-phenyl-ethyl)-5-(R)-pyrrolidin-2-yl-2H-tetrazole 
• 917963-19-0 (Z,6S,10aR)-5-benzylimino-6-iso-butyl-8,9,10,10a-tetrahydro-6H-tetrazolo[1,5-a]pyrrolo[2,1-c]pyrazine 

Relevant articles and documents

C-H functionalization enabled stereoselective Ugi-azide reaction to α-tetrazolyl alicyclic amines

An unprecedented stereoselective C(sp3)-H functionalization enabled Ugi-azide (CH-Ugi-azide) reaction is reported. This novel reaction produces α-tetrazolyl N-heterocycles directly from N-heterocycles without involving pre-functionalization/pre

Organocatalysis with proline derivatives: Improved catalysts for the asymmetric Mannich, nitro-Michael and aldol reactions

Tetrazole and acylsulfonamide organocatalysts derived from proline have been synthesised and applied to the asymmetric Mannich, nitro-Michael and aldol reactions to give results that are superior to the proline-catalysed counterpart.