Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C11H19BO3
CAS Number:
287944-16-5
Molecular Weight:
210.08
MDL number:
MFCD11052631
UNSPSC Code:
12352103
PubChem Substance ID:
329763842
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

63-67 °C

functional group

ether

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

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
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCL4188
MKCD5727
MKBW6137V
MKBT0424V
MKBP9771V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Boronic Acid Esters

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service