87199-15-3

Basic information

• Product Name: 3-(Hydroxymethyl)phenylboronic acid
• Synonyms: RARECHEM AH PB 0189;3-(HYDROXYMETHYL)PHENYLBORONIC ACID;3-(HYDROXYMETHYL)BENZENEBORONIC ACID;(3-Boronophenyl)methanol;3-Boronobenzyl alcohol;3-(Hydroxymethyl)phenylboronic Acid (contains varying amounts of Anhydride);3-hydroxymethylboronic acid;3-(Hydroxymethyl)phenylboronic acid ,98%
• CAS NO: 87199-15-3
• Molecular Formula: C₇H₉BO₃
• Molecular Weight: 151.96
• Product Categories: blocks;BoronicAcids;Boric Acid;Boronic Acid series;Boronic Acid;Aryl;Organoborons;B (Classes of Boron Compounds);Boronic Acids;Boronic Acids;Boronic Acids and Derivatives
• Mol File: 87199-15-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 95-99 °C(lit.)
• Boiling Point: 380.5 °C at 760 mmHg
• Flash Point: 183.9 °C
• Appearance: off-white cryst
• Density: 1.25 g/cm³
• Vapor Pressure: 1.82E-06mmHg at 25°C
• Refractive Index: 1.566
• Storage Temp.: Refrigerator (+4°C)
• PKA: 8.31±0.10(Predicted)
• Water Solubility: Soluble in water.
• BRN: 8832019
• CAS DataBase Reference: 3-(Hydroxymethyl)phenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Hydroxymethyl)phenylboronic acid(87199-15-3)
• EPA Substance Registry System: 3-(Hydroxymethyl)phenylboronic acid(87199-15-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 87199-15-3(Hazardous Substances Data)

Usage

Chemical Properties

Off-white Cryst

Uses

Different sources of media describe the Uses of 87199-15-3 differently. You can refer to the following data:
1. suzuki reaction
2. Reactant used for copper-mediated trifluoromethylation, copper-catalyzed transformations from arylboronic acids in water, Mitsunobu, Suzuki, and amidation reactions with hydroxyphenylamino bromopyrazinecarboxylate. Reactant involved in the synthesis of biologically active molecules including Mycobacterium tuberculosis H37Rv chorismate mutase inhibitors via Suzuki coupling reactions, HIV protease inhibitors with antiviral activity against drug-resistant viruses, Pyrrole derivatives for use as PDE4B inhibitors.

InChI:InChI=1/C7H9BO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4,9-11H,5H2

Upstream product

• 109-72-8 n-butyllithium 
• 121-43-7 Trimethyl borate 
• 15852-73-0 (3-Bromophenyl)methanol 
• 5419-55-6 Triisopropyl borate 
• 103978-12-7 [(3-bromobenzyl)oxy](tert-butyl)dimethylsilane 

Downstream Products

• 691407-89-3 [2'-(tert-butyl-diphenyl-silanyloxymethyl)-biphenyl-3-yl]-methanol 
• 647023-78-7 5-(3-(hydroxymethyl)phenyl)furan-2-carbaldehyde 
• 346629-86-5 [3-(6-isopropyl-quinolin-8-yl)-phenyl]-methanol 
• 867332-91-0 (3-(3-amino-6-methylbenzo[e][1,2,4]triazin-7-yl)phenyl)methanol 
• 873566-62-2 4-chloro-2-(3-hydroxymethylphenyl)-6-morpholinopyrimidine 
• 873566-68-8 4-chloro-2-(3-hydroxyphenyl)-6-morpholinopyrimidine 
• 873566-60-0 2-(3-hydroxymethylphenyl)-6-morpholino-4-(3-nitrophenyl)pyrimidine 
• 351458-12-3 a-[3-(5-Bromo-4-methyl-pyridin-3-yl)-phenyl]-methanol 
• 890316-31-1 tert-butyl 2-(benzamido)-4-(3-(hydroxymethyl)phenyl)benzoate 
• 622860-55-3 9-hydroxy-4-pyridin-3-yl-6H-pyrrolo[3,4-c]carbazole-1,3-dione 
• 622860-48-4 9-Hydroxy-4-(3-methoxyphenyl)pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione 

Relevant articles and documents

Effective Utilization of Flow Chemistry: Use of Unstable Intermediates, Inhibition of Side Reactions, and Scale-Up for Boronic Acid Synthesis

Flow chemistry processes for boronic acid syntheses utilizing lithiation-borylation have been developed. The side reactions in the lithiation step that occur in batch were suppressed, and unstable lithium intermediates were handled safely. Flow technology was applied to several kinds of boronic acid syntheses, and scale-up was successfully conducted to allow kilogram-scale production. Some of the key benefits of flow flash chemistry were utilized, both to avoid side reactions and to enable dianion chemistry that is difficult to perform successfully in batch reactions. The examples showed further perspectives on the utility of flow technologies for process development.

MACROCYCLIC FACTOR VIIA INHIBITORS

The present invention provides compounds of Formula (I) as defined in the specification and compositions comprising any of such novel compounds. These compounds are Factor VIIa inhibitors which may be used as medicaments.