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Key Documents

702927

Sigma-Aldrich

4-(Hydroxymethyl)phenylboronic acid pinacol ester

97%

Synonym(s):

(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol, 2-[4-(Hydroxymethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenemethanol, [4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol

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About This Item

Empirical Formula (Hill Notation):
C13H19BO3
CAS Number:
Molecular Weight:
234.10
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

74-80 °C

storage temp.

2-8°C

SMILES string

CC1(C)OB(OC1(C)C)c2ccc(CO)cc2

InChI

1S/C13H19BO3/c1-12(2)13(3,4)17-14(16-12)11-7-5-10(9-15)6-8-11/h5-8,15H,9H2,1-4H3

InChI key

GZZBZWITJNATOD-UHFFFAOYSA-N

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Wen-Jun Wan et al.
International journal of pharmaceutics, 566, 731-744 (2019-06-19)
Tumor cells avoid immunosurveillance during the tumorigenesis, metastasis and recurrence periods thanks to the overexpressed immunosuppressive molecules on their surface. For instance, the programmed cell death 1 ligand (PD-L1) binds with the T-cells' programmed cell death receptor 1 (PD-1) impairing

Articles

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available.

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