Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
N-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester 
Non-Fluorochemicals, Borylating Reagents
KUMI0F81
286961-14-6

PubChem ID

Reax
MFCD03840345

PubChem ID
4642098
8562699
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Melting Point
Packaging
Storage
Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate
C16H28NO4B
309.21
≥98%
White to Off-white Solid
114-118°C
5g,10g,25g,50g,100g,250g,500g and 1kg
Store at room temperature
Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate (also named as N-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester) is a versatile reagent typically used in Suzuki coupling reactions. It is also employed in preparation of several enzymatic inhibitors and receptor ligands.
Facile Synthesis of Substituted 5-Amino- and 3-Amino-1,2,4-Thiadiazoles from a Common Precursor. [1]
Synthesis of 1,5-disubstituted tetrazoles via Suzuki-Miyaura cross-coupling of 5-chloro-1-phenyltetrazole. [2]
Catalyst-controlled regioselective Suzuki couplings at both positions of dihaloimidazoles, dihalooxazoles, and dihalothiazoles. [3]
Design and synthesis of 4-arylpiperidinyl amide and N-arylpiperidin-3-yl-cyclopropanecarboxamide derivatives as novel melatonin receptor ligands. [4]
Design and synthesis of a highly selective, orally active and potent anaplastic lymphoma kinase inhibitor (CH5424802). [5]
References:
[1] P.M.Wehn, et al, Org. Lett., 2009, 11(24), pp 5666-5669.
[2] Q.Tang, et al, Tetrahedron Lett., 2010, 51(27), pp 3473-3476.
[3] N.A.Strotman, et al, J. Org. Chem., 2010, 75(5), pp 1733-1739.
[4] G.Li, et al, Bioorg. Med. Chem. Lett., 2010, 21(4), pp 1236-1242.
[5] K.Kinoshita, et al, Bioorg. Med. Chem., 2012, 20(3), pp 1271-1280.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Not classified as a hazardous substance or mixture


2934999090
NONH for all modes of transport.

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