6-Indolylboronic acid

Properties

Related Categories	Boronic Acids, Boronic Acids and Derivatives, Chemical Synthesis, Heteroaryl Boronic Acids, Organometallic Reagents More...
mp	177-181 °C
storage temp.	2-8°C

Description

Application

Used in a study of racemization in Suzuki cross-couplings of arylamino acids.⁷

Reactant involved in synthesis of:
• Indole compounds for use as HIV-1 glycoprotein-41 fusion inhibitors¹
• δ-Carbolines / carbozoles²
• Trisubstituted pyrimidines as PI3K inhibitors³
• (Thienopyridine)carboxamides as CHK1 inhibitors⁴
• cis-Fluorostilbenes⁵

Reactant involved in Suzuki-Miyaura reactions⁶

Other Notes

May contain varying amounts of anhydride

Packaging

1, 5 g in glass bottle

Price and Availability

Related Papers

1. Development of Indole Compounds as Small Molecule Fusion Inhibitors Targeting HIV-1 Glycoprotein-41 G. Zhou, et al., J. Med. Chem. 54, 7220-7231, (2011)

Documents

Certificate of Analysis

ChemFiles Vol 7 No 7 (1 MB )

Safety Information

Symbol	GHS07
Signal word	Warning
Hazard statements	H315-H319-H335
Precautionary statements	P261-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes (Europe)	Xi
Risk Statements (Europe)	36/37/38
Safety Statements (Europe)	26
WGK Germany	3

Technical information & documentation associated with this product is available in the Safety & Documentation tab.

Papers

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1. Development of Indole Compounds as Small Molecule Fusion Inhibitors Targeting HIV-1 Glycoprotein-41 G. Zhou, et al., J. Med. Chem. 54, 7220-7231, (2011)

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2. Solvent-free synthesis of d-carbolines/carbazoles from 3-nitro-2-phenylpyridines/2-nitrobiphenyl derivatives using DPPE as a reducing agent H. Peng, et al., Tetrahedron 67, 5725-5731, (2011)

3. Preparation and evaluation of trisubstituted pyrimidines as phosphatidylinositol 3-kinase inhibitors. 3-Hydroxyphenol analogues and bioisosteric replacements J. M. Large, et al., Bioorg. Med. Chem. 19, 836-851, (2011)

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4. Design, synthesis and SAR of thienopyridines as potent CHK1 inhibitors. L. Zhao, et al., Bioorg. Med. Chem. Lett. 20, 7216-7221, (2010)

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5. A general preparation of (Z)-1-fluorostilbene derivatives for the design of conformationally restricted peptidomimetics D. R. Williams, et al., Tetrahedron Lett. 51, 121-124, (2010)

6. Suzuki-Miyaura reactions of the soluble guanylate cyclase inhibitor NS2028: a non-product specific route to C-8 substituted analogues Berezin, A. A.; Koutentis, P. A. Tetrahedron 67, 4069-4078, (2011)

7. Racemization in suzuki couplings: a quantitative study using 4-hydroxyphenylglycine and tyrosine derivatives as probe molecules. J. Org. Chem. 72, 1047, (2007)

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