Basic information Reaction Safety Supplier Related

(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE

Basic information Reaction Safety Supplier Related

(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE Basic information

Product Name:
(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE
Synonyms:
  • 2-PENTAFLUOROPHENYL-6,10B-DIHYDRO-4H,5AH-5-OXO-3,10C-DIAZA-2-AZONIACYCLOPENTA[C]FLUORINE TETRAFLUOROBORATE
  • 5A(R),10B(S)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIAZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE
  • (5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE
  • (5aR,10bS)-(+)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]trizolo[4,3-d][1,4]oxazinium tetrafluoroborate, min. 98%
  • 5A(R),10B(S)-5A,10B-DIHYDRO-2-(PENTAFLU&
  • (5aR,10bS)-(+)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]trizolo[4,3-d][1,4]oxaziniumtetrafluoroborate,min.98%
  • 5A(R),10B(S)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO(2,1-B)(1,2,4)TRIA
  • (5aR,10bS)-5a,10b-dihydro-2-(2,3,4,5,6-pentafluorophenyl)-4H,6H-Indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate
CAS:
872143-57-2
MF:
C18H11BF9N3O
MW:
467.1
Product Categories:
  • Chiral NHC
  • Chiral Nitrogen
Mol File:
872143-57-2.mol
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(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE Chemical Properties

Melting point:
233-237 °C
storage temp. 
2-8°C
form 
Powder
color 
light brown
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Safety Information

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 1759 8/PG 2
WGK Germany 
3
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(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE Usage And Synthesis

Reaction

  1. Reagent used in the highly enantioand diastereoselective, catalytic intramolecular Stetter reaction.
  2. Direct synthesis of α-protio and α-deuterio α-chloro and α-fluoro carboxylic acids via asymmetric hydration.
  3. Chemoselective conversion of α-unbranched aldehydes to amides.

Uses

5a(R),10b(S)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate can be used as an N-heterocyclic carbene (NHC) organocatalyst in:

  • Benzoin reactions of aldehydes and total synthesis of a natural product named isodarparvinol B.
  • Synthesis of spirocyclic oxindole-dihydropyranones by reacting α-bromo-α,β-unsaturated aldehydes with isatin derivatives.
  • Synthesis of 1,4-dicarbonyl compounds through intramolecular Stetter reaction.

(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATESupplier

J & K SCIENTIFIC LTD.
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Beijing HwrkChemical Technology Co., Ltd
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Daicel Chiral Technologies (China)CO.,LTD
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Shanghai Run-Biotech Co., Ltd.
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(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE(872143-57-2)Related Product Information