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684341 Aldrich

(S)-(–)-5-(2-Pyrrolidinyl)-1H-tetrazole

96%

Synonym: (S)-(–)-2-Tetrazol-5-ylpyrrolidine, Proline Tetrazole Catalyst

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Proline-Based Organocatalysts
InChI Key   XUHYQIQIENDJER-BYPYZUCNSA-N
assay   96%
optical activity   [α]20/D -9.0°, c = 1 in methanol
mp   253-258 °C

Description

Application

Organocatalyst used for asymmetric synthesis of dihydropyridazines and 1,2-oxazines.

Organocatalyst used for:
• Direct asymmetric aldol reactions between acetone and aldehydes yielding β -hydroxy ketone and for synthesizing 1,1,1-trichloro-2-alkanols
• Mannich reactions for synthesis fo α -amino acids and generation of 1,4-diamines
• Conjugate additions of malonates to enones

Packaging

100, 500 mg in glass insert

Protocols & Applications

Organocatalytic Applciations with a L-Proline Isoster

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
Protocols & Articles

Articles

Yamamoto Group - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Yamamoto Group - Professor Product Portal
Keywords: Amidations, Asymmetric synthesis, Catalysis, Diels-Alder reaction, Epoxidations, Esterifications, Ligands, Oxidations

Related Content

(S)-(–)-5-(2-Pyrrolidinyl)-1H-tetrazole – L-Proline’s Isosteric Companion in Organocatalysis

Organocatalysis provides convenient new methods to construct complex chiral compounds with operational simplicity and without the need for metals. (S)-(–)-5-(2-Pyrrolidinyl)-1H-tetrazole 684341 (Figu...
Keywords: Addition reactions, Aldol reaction, Applications, Asymmetric synthesis, Catalysis, Condensations, Mannich Reaction, Methods, Organocatalysis, Solvents, transformation

Peer-Reviewed Papers
15

References

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