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698121

Sigma-Aldrich

4-碘苯硼酸 MIDA 酯

97%

别名:

2-(4-碘苯基)-6-甲基-1,3,6,2-二氧氮杂硼烷-4,8-二酮

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About This Item

经验公式（希尔记法）:
C11H11BINO4
CAS号:
1257649-56-1
分子量:
358.92
MDL號碼:
MFCD11215234
分類程式碼代碼:
12352103
PubChem物質ID:
329761984
NACRES:
NA.22

化驗

97%

形狀

solid

mp

213-217 °C

SMILES 字串

CN1CC(=O)OB(OC(=O)C1)c2ccc(I)cc2

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 密鑰

KIKNJEGAWBNFLW-UHFFFAOYSA-N

應用

Suzuki Cross-Coupling with MIDA Boronates
4-Iodophenylboronic acid MIDA ester can be used:
  • As a starting material to prepare rod-like hydrogen-bonded organic frameworks through Stille-coupling using 2,5-bis(trimethyltin)heterocycle, Pd(PPh3)4, and CuI.
  • As a substrate in the C-H arylation reaction of pyroglutamic acid derivatives with aryl and heteroaryl iodides; catalyzed by the palladium catalyst.
  • As a substrate in the synthesis of trifluoroborates, which are further converted to protected boronic acids.
  • As a starting material in the synthesis of amino acid MIDA boronates as new building blocks by reacting with protected iodoalanine.

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H302

危險分類

Acute Tox. 4 Oral

儲存類別代碼

13 - Non Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves

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分析证书(COA)

Lot/Batch Number
MKBL5913V
03824DJ

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Stereospecific palladium-catalyzed C-H arylation of pyroglutamic acid derivatives at the C3 position enabled by 8-aminoquinoline as a directing group
Verho O, et al.
Organic Letters, 19(17), 4424-4427 (2017)
Permanently porous hydrogen-bonded frameworks of rod-like thiophenes, selenophenes, and tellurophenes capped with MIDA boronates
Li P, et al.
Dalton Transactions, 45(24), 9754-9757 (2016)
A general method for interconversion of boronic acid protecting groups: Trifluoroborates as common intermediates
Churches QI, et al.
The Journal of Organic Chemistry, 80(11), 5428-5435 (2015)
Synthesis and properties of MIDA boronate containing aromatic amino acids: New peptide building blocks
Colgin N, et al.
Organic & Biomolecular Chemistry, 9(6), 1864-1870 (2011)

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