78922-83-5

Basic information

• Product Name: (1-phenylmethyl)boronic acid (1S,2S,3R,5S)-(+)-2,3-pinanediol ester
• Synonyms: (1-phenylmethyl)boronic acid (1S,2S,3R,5S)-(+)-2,3-pinanediol ester
• CAS NO: 78922-83-5
• Molecular Weight: 270.179
• Mol File: 78922-83-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: (1-phenylmethyl)boronic acid (1S,2S,3R,5S)-(+)-2,3-pinanediol ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1-phenylmethyl)boronic acid (1S,2S,3R,5S)-(+)-2,3-pinanediol ester(78922-83-5)
• EPA Substance Registry System: (1-phenylmethyl)boronic acid (1S,2S,3R,5S)-(+)-2,3-pinanediol ester(78922-83-5)

Safety Data

• Hazardous Substances Data: 78922-83-5(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 18680-27-8 pinanediol 
• 87100-28-5 pinacol benzylboronate 
• 74-97-5 chlorobromomethane 
• 76110-78-6 (3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-phenylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole 
• 121-43-7 Trimethyl borate 
• 6921-34-2 benzylmagnesium chloride 
• 593-71-5 Chloroiodomethane 
• 4463-42-7 benzyl boronic acid 

Downstream Products

• 78902-04-2 (+)-pinanediol (1R)-1-(N,N-bis(trimethylsilyl)amino)-2-phenylethaneboronate 
• 178455-03-3 (R)-2-phenyl-1-((3a5,45,65,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethanamine hydrochloride 
• 1440790-38-4 C₆₉H₉₆BN₇O₁₁ 
• 1440790-32-8 C₆₆H₉₁BN₆O₁₀ 
• 514820-49-6 (R)-2-phenyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethanamine 2,2,2-trifluoroacetate 
• 90084-28-9 (+)-pinanediol 1-bromo-2-phenylethane-1-boronate 
• 63-91-2 L-phenylalanine 
• 186906-12-7 (R)-2-phenyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethan-1-amine 
• 78902-03-1 1-(S)-chloro-2-phenylethylboronic acid (1S,2S,3R,5S)-(+)-pinane-2,3-glycol ester 

Relevant articles and documents

(Chloromethyl)lithium: Efficient generation and capture by boronic esters and a simple preparation of diisopropyl (chloromethyl)boronate

(Chloromethyl)lithium is efficiently generated and captured at -78°C by adding n -butyllithium to a mixture of iodochloromethane and a boronic ester in tetrahydrofuran, resulting in conversion of boronic esters, RB(OR′)2, to their homologues, RCH2B(OR′)2, with retention of the configuration of the R group. With triisopropyl borate in place of the boronic ester, a high yield of diisopropyl (chloromethyl)boronate is obtained.

Boronic acid derivatives

The present invention relates to boronic acid derivatives; the present invention provides compounds of formula (I) or pharmaceutically acceptable salts, solvates, polymorphs or isomers thereof, pharmaceutical compositions comprising these compounds, and uses of such compounds in the treatment of lmp7-related diseases.

Mercapto-amide boronic acid derivative and application thereof as MBL (metal beta-lactamase) and/or SBL (serine beta-lactamase) inhibitor

The invention provides a compound of a formula (I) shown in the specification, or a conformational isomer, or an optical isomer or a pharmaceutically acceptable salt thereof. The compound of the formula (I) shown in the specification has excellent broad-spectrum inhibitory activity on MBL (metal beta-lactamase) and/or SBL (serine beta-lactamase), and can be used for preparing MBL and/or SBL inhibitors. Moreover, the compound disclosed by the invention has excellent antibacterial activity on multiple drug-resistant bacteria and is capable of reversing drug resistance of carbapenem drug-resistant bacteria, and the antibacterial effect of the compound is prior to those of positive control products such as L-captopril and tazobactam. The compound disclosed by the invention has very great potential in preparation of MBL/SBL dual inhibitors and medicines reversing drug resistance of carbapenem drug-resistance bacteria.