683981

(5aS,10bR)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H, 6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride monohydrate

97%

• Synonym(s): Bode Catalyst 1
• Empirical Formula (Hill Notation): C₂₁H₂₂ClN₃O · H₂O
• Molecular Weight: 385.89
• UNSPSC Code: 12352005
• PubChem Substance ID: 329760887

Properties

• Assay: 97%
• form: solid
• optical activity: [α]20/D -156.0°, c = 1 in chloroform
• mp: 212-216 °C
• functional group: ether
• SMILES string: [Cl-].Cc1cc(C)c(c(C)c1)-[n+]2c[n@H]3[C@H]4[C@H](Cc5ccccc45)OCc3n2
• InChI: 1S/C21H22N3O.ClH/c1-13-8-14(2)20(15(3)9-13)24-12-23-19(22-24)11-25-18-10-16-6-4-5-7-17(16)21(18)23;/h4-9,12,18,21H,10-11H2,1-3H3;1H/q+1;/p-1/t18-,21+;/m0./s1
• InChI key: GUECWMLEUCWYOS-OZYANKIXSA-M

Description

Application

(5aS,10bR)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H, 6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride monohydrate can be used as an N-heterocyclic carbene (NHC) organocatalyst:

• In the synthesis of tricyclic β-lactones by reacting 2-bromoenals with 1,3-diketones.[1]
• To functionalize the C2-position of 3-aminobenzofurans using 2-bromoenals as coupling partners.[2]
• In the synthesis of dihydroquinoxalines from substituted bisimines.[3]
• In the preparation of spiro-glutarimide derivatives by reacting cyclic β-ketoamides with α,β-unsaturated aldehydes.[4]

Legal Information

Sold in collaboration with BioBlocks, Inc.

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable