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

ALDRICH/684341 - 96%

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

CAS Number: 33878-70-5
Empirical Formula (Hill Notation): C5H9N5
Molecular Weight: 139.16
MDL Number: MFCD10000886
Linear Formula: C5H9N5
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-684341-100MG 100 mg
$0.00
1/EA
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45-684341-500MG 500 mg
$230.00
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assay 96%
form solid
InChI 1S/C5H9N5/c1-2-4(6-3-1)5-7-9-10-8-5/h4,6H,1-3H2,(H,7,8,9,10)/t4-/m0/s1
InChI key XUHYQIQIENDJER-BYPYZUCNSA-N
mp 253-258 °C
optical activity [α]20/D -9.0°, c = 1 in methanol
SMILES string C1CN[C@@H](C1)c2nnn[nH]2
Application: (S)-(−)-5-(2-Pyrrolidinyl)-1H-tetrazole can be used as an organocatalyst:
• To prepare enantioselective chiral 1,2-oxazines from achiral ketones via an intramolecular Wittig reaction.
• To synthesize diastereoselective Michael addition products by addition of aliphatic aldehydes to β-nitrostyrene.
• In the direct asymmetric α-fluorination of linear and branched aldehydes using N-fluorobenzenesulfonamide as the fluorinating agent.

Application: 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 mg in clear glass bottle
Packaging: 500 mg in amber glass bottle
Purity 96%
mp 253-258 °C
UNSPSC 12352005

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