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721352

Sigma-Aldrich

3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester

97%

Synonym(s):

2-(3,6-Dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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About This Item

Empirical Formula (Hill Notation):
C11H19BO3
CAS Number:
Molecular Weight:
210.08
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

63-67 °C

storage temp.

2-8°C

SMILES string

CC1(C)OB(OC1(C)C)C2=CCOCC2

InChI

1S/C11H19BO3/c1-10(2)11(3,4)15-12(14-10)9-5-7-13-8-6-9/h5H,6-8H2,1-4H3

InChI key

DOSGEBYQRMBTGS-UHFFFAOYSA-N

Related Categories

Application

3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester can be used:
  • To prepare 1,2-dihydro-2-oxopyridine based endocannabinoid system (ECS) modulators.
  • As an intermediate in the synthesis of embryonic ectoderm development (EED) inhibitors.
  • To prepare pyrrolotriazine based IRAK4 inhibitors.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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EEDi-5285: An Exceptionally Potent, Efficacious, and Orally Active Small-Molecule Inhibitor of Embryonic Ectoderm Development
Rej RK, et al.
Journal of medicinal chemistry, 63(13), 7252-7267 (2020)

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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