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637998

Sigma-Aldrich

Vinylboronic anhydride pyridine complex

95%

Synonym(s):
2,4,6-Trivinylcyclotriboroxane pyridine complex, Trivinyl-boroxin pyridine complex, Trivinylcyclotriboroxane pyridine complex
Empirical Formula (Hill Notation):
C6H9B3O3 · C5H5N
CAS Number:
Molecular Weight:
240.67
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

storage temp.

−20°C

SMILES string

c1ccncc1.C=Cb2ob(C=C)ob(C=C)o2

InChI

1S/C6H9B3O3.C5H5N/c1-4-7-10-8(5-2)12-9(6-3)11-7;1-2-4-6-5-3-1/h4-6H,1-3H2;1-5H

InChI key

YLHJACXHRQQNQR-UHFFFAOYSA-N

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This Item
PH001736S755684737
assay

95%

assay

-

assay

97%

assay

≥45% SO3 basis

form

solid

form

-

form

-

form

powder

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

-

Quality Level

100

Quality Level

-

Quality Level

200

Quality Level

200

Application

Reagent used for
  • Suzuki-Miyaura cross-coupling
  • Stereoselective synthesis via Palladium-catalyzed carboamination
  • Alkyl-connected 2-amino-6-vinylpurine (AVP) crosslinking agent to cytosine base in RNA
  • Kaiser oxime resin-derived palladacycle as a recoverable polymeric precatalyst in Suzuki-Miyaura cross-coupling reactions in aqueous media
  • Kinetic resolution of phosphoryl and sulfonyl esters of binaphthol derivatives via Pd-catalyzed alcoholysis of their vinyl ethers
  • Stereoselective isomerization of N-allyl aziridines into Z-enamines by using rhodium hydride catalysis
  • Kinetic resolution of axially chiral biaryl derivatives via palladium/chiral diamine ligand-catalyzed alcoholysis
  • Transition metal-catalyzed alkenylation of aziridines, cycloaddition and thermal rearrangement reactions
  • Intramolecular Heck reaction strategy for synthesis of functionalized tetrahydroanthracenes

Reagent used for Preparation of
  • BACE-1 inhibitors and SAR of cyclic sulfone hydroxyethylamines
  • Distorted spiropentanes
  • Small molecule bradykinin B2 receptor antagonists in angioedema therapy
  • Enol Ethers
  • Styryl cyclobutanone

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

176.0 °F - closed cup

Flash Point(C)

80 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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