CAS 1257649-56-1 4-Iodophenylboronic acid MIDA ester

NAVIGATION

4-Iodophenylboronic acid MIDA ester

PRICE INQUIRY

Catalog Number

ACM1257649561

CAS Number

1257649-56-1

Product Name

4-Iodophenylboronic acid MIDA ester

Category

Salt

IUPAC Name

2-(4-iodophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

Molecular Weight

358.93g/mol

Molecular Formula

C11H11BINO4

Canonical SMILES

B1(OC(=O)CN(CC(=O)O1)C)C2=CC=C(C=C2)I

InChI

InChI=1S/C11H11BINO4/c1-14-6-10(15)17-12(18-11(16)7-14)8-2-4-9(13)5-3-8/h2-5H,6-7H2,1H3

InChI Key

KIKNJEGAWBNFLW-UHFFFAOYSA-N

Application

The purpose of 4-Iodophenylboronic acid MIDA ester is to serve as a versatile reagent in various chemical syntheses. It acts as a starting material for creating rod-like hydrogen-bonded organic frameworks through Stille-coupling, utilizing 2,5-bis(trimethyltin)heterocycle, Pd(PPh3)4, and CuI. Additionally, this compound functions as a substrate in C-H arylation reactions involving pyroglutamic acid derivatives, facilitating interactions with aryl and heteroaryl iodides through a palladium-catalyzed process. Moreover, it is crucial in synthesizing trifluoroborates, which can be further transformed into protected boronic acids. It also serves as a key starting material for generating amino acid MIDA boronates, valuable new building blocks, by reacting with protected iodoalanine.

Complexity

313

Covalently-Bonded Unit Count

Exact Mass

358.98258g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

358.98258g/mol

Rotatable Bond Count

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