1187190-70-0

Basic information

• Product Name: benzo[c][1,2]oxaborole-1,5(3H)-diol
• Synonyms: benzo[c][1,2]oxaborole-1,5(3H)-diol;1,3-dihydro-1-hydroxy-2,1-benzoxaborol-5-ol;1,3-dihydro-2,1-benzoxaborole-1,5-diol
• CAS NO: 1187190-70-0
• Molecular Formula: C₇H₇BO₃
• Molecular Weight: 149.93968
• Mol File: 1187190-70-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 328.6±52.0 °C(Predicted)
• Appearance: /
• Density: 1.35±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 6.95±0.20(Predicted)
• CAS DataBase Reference: benzo[c][1,2]oxaborole-1,5(3H)-diol(CAS DataBase Reference)
• NIST Chemistry Reference: benzo[c][1,2]oxaborole-1,5(3H)-diol(1187190-70-0)
• EPA Substance Registry System: benzo[c][1,2]oxaborole-1,5(3H)-diol(1187190-70-0)

Safety Data

• Hazardous Substances Data: 1187190-70-0(Hazardous Substances Data)

Usage

Uses

1,3-Dihydro-1-hydroxy-2,1-benzoxaborol-5-ol is used as a reagent in the synthesis of P4-benzoxaborole-substituted macrocyclic inhibitors of HCV NS3 protease.

Upstream product

• 94527-39-6 1-bromo-4-methoxy-2-(methoxymethyl)benzene 
• 1451392-22-5 4-(methoxy)-2-(methoxymethyl)benzeneboronic acid 
• 2737-20-4 (2-bromo-5-hydroxybenzene)methanol 
• 99-06-9 3-Carboxyphenol 
• 7781-98-8 ethyl-3-hydroxybenzoate 
• 5419-55-6 Triisopropyl borate 
• 688-74-4 boric acid tributyl ester 
• 620-24-6 3-Hydroxybenzyl alcohol 
• 906673-48-1 2-bromo-5-tert-butyldimethylsiloxybenzylalcohol 
• 351418-50-3 2-bromo-5-(tert-butyldimethylsilanyloxy)benzaldehyde 

Downstream Products

• 906673-24-3 AN₂₇₂₈ 

Relevant articles and documents

Preparation method of benzoxaborole compound

The invention discloses a preparation method of a benzoxaborole compound. The preparation method comprises the following steps: (1) reacting raw materials containing halogenated hydrocarbon and boric acid ester under an alkaline condition, acidifying and hydrolyzing to obtain an intermediate VI; and (2) reacting a raw material containing the intermediate VI with halogenated cyanophenyl to obtain the benzoxaborole compound. The raw materials are low in price, the preparation cost of the benzoxaborole compound is reduced, the steps of protection and de-protection of organic groups are not needed in the preparation process, the reaction process is simplified, and yield reduction caused by group protection is avoided; and meanwhile, the method is mild in reaction condition, low in equipment requirement and easy for large-scale industrial production.

Method for synthesizing crisaborole intermediate by using microchannel reactor

The invention discloses a method for synthesizing a crisaborole intermediate by using a microchannel reactor. The method comprises the following steps: dissolving an intermediate a in an organic solution b, uniformly mixing to obtain a material 1, and conveying the material 1 to a pre-cooling module in the microchannel reactor through a plunger pump for mixing and pre-cooling. According to the present invention, the crisaborole intermediate is synthesized by using the microchannel reactor, the continuous online mixing, pre-cooling and reaction of the reaction material liquid can be achieved due to the unique microstructure design of the microchannel reactor, and the mixing reaction can be completed in the short time even if the two-phase or the three-phase is not dissolved, compared with the traditional stirring hydrogenation reaction kettle, the mixing efficiency is improved by more than 100 times, the whole reaction time can be shortened from several hours to about 30 seconds, the impurity content of the product can be greatly reduced due to overhigh local concentration in the process, the purity and the yield of the product are improved, and the safety is also greatly improved.

Preparation method of Crisaborole intermediate

The invention discloses a preparation method of a Crisaborole intermediate. The Crisaborole intermediate has a structure shown as the formula VI. The preparation method comprises the following steps:performing a contact reaction on a compound shown as the formula I and benzyl halide, so as to form a compound shown as the formula II; performing a contact reaction on the compound shown as the formula II and alkali metal borohydride, so as to obtain a compound shown as the formula III; performing a contact reaction on the compound shown as the formula III and a compound a, or performing a contact reaction on the compound shown as the formula III and dihydropyran, so as to obtain a compound shown as the formula IV, wherein the compound a is trimethylchlorosilane, tert-butyldimethylsilyl chloride and chloromethyl methyl ether; performing a contact reaction on the compound shown as the formula IV and an isopropylmagnesium chloride solution; adding an obtained solution into a compound b, performing a contact reaction on the mixture and fourth organic solvent mixed liquor and adding hydrochloric acid into the mixture for contact reaction, so as to obtain a compound shown as the formula V,wherein the compound b is 2-alkoxy-4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolane, triisopropyl borate or trimethyl borate; performing a hydrogenation reaction on the compound shown as the formula V toobtain a compound shown as the formula VI.