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Home > Product > Boronic Compounds > Other > Isopropoxyboronic acid pinacol ester

Isopropoxyboronic acid pinacol ester

Catalog Number
ACM61676628
Product Name
Isopropoxyboronic acid pinacol ester
Structure
CAS Number
61676-62-8
IUPAC Name
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Synonyms
AKOS BRN-0268;2-ISOPROPOXY-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;ISOPROPOXYBORONIC ACID, PINACOL ESTER;2-ISOPROPOXY-4,4,5,5-TETRAMETHYL-1,3,2-&;Isopropylpinacolylborate;2-ISOPROPOXY-4,4,5,5-TETRAMETHYL-1,3,2-DIOABOROLANE;2-Isopropoxyboronic acid, pinaco
Category
boric acid ester
Molecular Weight
186.06
Exact Mass
186.14300
Molecular Formula
C9H19BO3
Boiling Point
73ºC (15 mmHg)
Flash Point
43ºC
Density
0.912
Purity
97%
Appearance
Colorless crystals.
Safty Description
S26-S36
Hazard Statements
Xi:Irritant;
WGK Germany
3
Packing Group
III
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1Synthesis of C-4 Substituted Amido Nicotine Derivatives via Copper(I)- and (II)-Catalyzed Cross-Coupling Reactions.

Zhu J1, Enamorado MF1, Comins DL1.

J Org Chem. 2016 Nov 18;81(22):11529-11534. Epub 2016 Nov 1.

The syntheses of seven novel amido nicotine derivatives 12-18 from (S)-nicotine are presented. (S)-Nicotine and (S)-6-chloronicotine derivatives were cross-coupled with the corresponding amides 6-10 at the C-4 position of the pyridine ring via copper(I)-mediated reactions. Derivatives 16-18 were also obtained via copper(II)-mediated reactions from (S)-nicotine containing a C-4 boronic acid pinacol ester group. The optimization of reaction conditions for both routes provided a useful method for preparing C-4 amide-containing nicotine analogs.
2Synthesis, reactivity and biological activity of N(4)-boronated derivatives of 2'-deoxycytidine.

Nizioł J1, Zieliński Z2, Leś A3, Dąbrowska M2, Rode W2, Ruman T4.

Bioorg Med Chem. 2014 Aug 1;22(15):3906-12. doi: 10.1016/j.bmc.2014.06.014. Epub 2014 Jun 16.

By seeking new stable boron-containing nucleoside derivatives, potential BNCT boron delivery agents, a novel synthetic approach was tested, aimed at a boron attachment via a single bond to an aliphatic carbon of sp(3) hybridization. The latter allowed successful modification of deoxycytidine in the reaction with 2-(iodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane of the deoxynucleoside amino group. Read More

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Tel:1-201-478-8534
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Fax: 1-516-927-0118
Address: 2200 Smithtown Avenue, Room 1 Ronkonkoma, NY 11779-7329 USA