Skip to Content
Merck
CN

Key Documents

View All Documentation

706531

N-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester

95%

Synonym(s):

(1-tert-Butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)boronic acid pinacol ester, (N-tert-Butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)boronic acid pinacol ester, (N-tert-Butoxycarbonyl-1,2,5,6-tetrahydropyridin-4-yl)boronic acid pinacol ester, (N-tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C16H28BNO4
CAS Number:
286961-14-6
Molecular Weight:
309.21
NACRES:
NA.22
PubChem Substance ID:
329762650
UNSPSC Code:
12352103
MDL number:
MFCD03840345
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

assay

95%

form

powder

mp

100-114 °C

SMILES string

CC(C)(C)OC(=O)N1CCC(=CC1)B2OC(C)(C)C(C)(C)O2

InChI

1S/C16H28BNO4/c1-14(2,3)20-13(19)18-10-8-12(9-11-18)17-21-15(4,5)16(6,7)22-17/h8H,9-11H2,1-7H3

InChI key

VVDCRJGWILREQH-UHFFFAOYSA-N

General description

Boc-THP-Bpin is frequently used in metal catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Negishi couplings.

Application

Reagent used for
  • Suzuki-Miyaura cross-coupling using palladium phosphine catalyst
  • Palladium-catalyzed ligand-controlled regioselective Suzuki coupling
  • Palladium-catalyzed Suzuki-Miyaura coupling
  • Suzuki coupling followed by iodolactonization reaction
  • Wrenchnolol derivative optimized for gene activation in cells

Reagent used in Preparation of several enzymatic inhibitors and receptor ligands
  • Orally active anaplastic lymphoma kinase inhibitors
  • Oxazolecarboxamides as diacylglycerol acyltransferase-1 inhibitors for treatment of obesity and diabetes
  • 4-arylpiperidinyl amides and N-arylpiperidin-3-yl-cyclopropanecarboxamides as novel melatonin receptor ligands
  • Quinazoline analogs as glucocerebrosidase inhibitors with chaperone activity for treatment of Gaucher disease, a lysosomal storage disorder
  • Arylpiperazine and piperidine ethers as dual acting norepinephrine reuptake inhibitors and 5-HT1A partial agonists

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

新产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCZ0863
MKCT8137
MKCQ6076
MKCP3871
MKCK2537

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

Preparation of 3,4-fused-spiro[furan-5(5H),4'-piperidin]-2-one
Liu, J.; et al.
Tetrahedron Letters, 50, 5228-5230 (2009)
Kazutomo Kinoshita et al.
Bioorganic & medicinal chemistry, 20(3), 1271-1280 (2012-01-10)
Anaplastic lymphoma kinase (ALK) receptor tyrosine kinase is considered an attractive therapeutic target for human cancers, especially non-small cell lung cancer (NSCLC). Our previous study revealed that 8,9-side-chains of 6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole scaffold crucially affected kinase selectivity, cellular activity, and metabolic stability.
Design and synthesis of 4-arylpiperidinyl amide and N-arylpiperidin-3-yl-cyclopropanecarboxamide derivatives as novel melatonin receptor ligands
Li, G.; et al.
Bioorganic & Medicinal Chemistry, 21, 1236-1242 (2011)
View All Related Papers

Global Trade Item Number

SKUGTIN
706531-1G04061826707173