ChemicalBook > CAS DataBase List > N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester

N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester

Product Name
N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester
CAS No.
286961-14-6
Chemical Name
N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester
Synonyms
tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate;N-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester;EOS-60794;3,6-DIHYDR;PyridineC5H5N;N-BOC-1.2.5.6;N-BOC-1.2.5.8-;tert-butyl 4-(4;1-Boc-1,2,5,6-tetrahydrop...;6-tetrahydropyridine-1-carboxylate
CBNumber
CB3290758
Molecular Formula
C16H28BNO4
Formula Weight
309.21
MOL File
286961-14-6.mol
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N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester Property

Melting point:
114.0 to 118.0 °C
Boiling point:
348.0±52.0 °C(Predicted)
Density 
1.05±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Sparingly), Dichloromethane (Sparingly), DMSO (Slightly)
pka
-1.21±0.40(Predicted)
form 
Solid
color 
white to off-white
Water Solubility 
Soluble in most organic solvents. Insoluble in water.
InChI
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
InChIKey
VVDCRJGWILREQH-UHFFFAOYSA-N
SMILES
C1N(C(OC(C)(C)C)=O)CC=C(B2OC(C)(C)C(C)(C)O2)C1
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37-60
WGK Germany 
3
TSCA 
No
HazardClass 
IRRITANT
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
706531
Product name
N-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester
Purity
95%
Packaging
1g
Price
$142
Updated
2025/07/31
TCI Chemical
Product number
B4051
Product name
1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$92
Updated
2025/07/31
TRC
Product number
D453413
Product name
3,6-Dihydro-2H-pyridine-1-N-Boc-4-boronicacid,pinacolester
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
D453413
Product name
3,6-Dihydro-2H-pyridine-1-N-Boc-4-boronicacid,pinacolester
Packaging
250mg
Price
$55
Updated
2021/12/16
TRC
Product number
D453413
Product name
3,6-Dihydro-2H-pyridine-1-N-Boc-4-boronicacid,pinacolester
Packaging
500mg
Price
$65
Updated
2021/12/16
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N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester Chemical Properties,Usage,Production

Chemical Properties

off-white powder

Uses

Reagent used for suzuki-Miyaura cross-coupling using palladium phosphine catalyst, palladium-catalyzed ligand-controlled regioselective Suzuki coupling, wrenchnolol derivative optimized for gene activation in cells. Also used in Preparation of several enzymatic inhibitors and receptor ligands, orally active anaplastic lymphoma kinase inhibitors and oxazolecarboxamides as diacylglycerol acyltransferase-1 inhibitors for treatment of obesity and diabetes.

Uses

N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester is an intermediate for organic synthesis and pharmaceutical research and development, and can be used for suzuki reaction.

Synthesis

138647-49-1

73183-34-3

375853-82-0

The general procedure for the synthesis of 1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine from tert-butyl 4-(((trifluoromethyl)sulfonyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate and bipinacolato pinacol ester was carried out as follows: to a dry reaction flask, bis(pinacolato)diboron ( 3.37 g, 13.28 mmol), potassium acetate (KOAc, 3.58 g, 36.46 mmol), [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (PDCL2DPPF, 0.27 g, 0.36 mmol), and 1,1'-bis(diphenylphosphino)ferrocene (dppf, 0.2 g, 0.36 mmol) to a dry reaction flask, and the reaction system was subsequently flushed with argon to flush the reaction system. A solution of tert-butyl 4-(((trifluoromethyl)sulfonyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate (4.00 g, 12.07 mmol) in dioxane (35 mL) was added, and the reaction mixture was stirred at 80 °C overnight. After completion of the reaction, it was cooled to room temperature, diluted with water (50 mL) and extracted with ethyl acetate (EtOAc, 50 mL). The organic layer was separated, washed with saturated saline (50 mL), dried over anhydrous magnesium sulfate (MgSO4) and filtered. The filtrate was concentrated under reduced pressure and the crude product was purified by fast column chromatography (eluent ratio of 9:1 hexane:ethyl acetate) to give the target product as a white solid (4.5 g, 100% yield).

References

[1] Patent: WO2004/58727, 2004, A1. Location in patent: Page 53-54
[2] Patent: WO2014/100501, 2014, A1. Location in patent: Paragraph 00727; 00728
[3] Patent: WO2015/200534, A2. Location in patent: Paragraph 00297; 00586; 00643
[3] Patent: , 2015, . Location in patent: Paragraph 00297; 00586; 00643
[5] Patent: WO2008/88881, 2008, A1. Location in patent: Page/Page column 59-60

N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester Suppliers

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View Lastest Price from N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester manufacturers

Jinan Million Pharmaceutical Co., Ltd
Product
N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester 286961-14-6
Price
US $1.00/kg
Min. Order
0.10000000149011612kg
Purity
99%
Supply Ability
200KG
Release date
2024-05-24
Henan Aochuang Chemical Co.,Ltd.
Product
N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester 286961-14-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-22
Hangzhou Verychem Science And Technology Co.Ltd
Product
N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester 286961-14-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%min
Supply Ability
20 tons
Release date
2025-03-03

286961-14-6, N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol esterRelated Search:

Pinacol Pyridine hydrobromide Propyleneglycol alginate Methyl acrylate Pyridine Tris(trimethylsilyl)phosphate 2,2,4-Trimethyl-1,3-pentanediol monoisobutyrate Diethyl phthalate Pyridine hydrofluoride 1,1'-Carbonyldiimidazole Dimethyl succinate Dihydromyrcenol tert-butyl 4-(4-amino-2-methoxyphenyl)piperazine-1-carboxylate tert-butyl 4-(4-hydroxybutyl)piperazine-1-carboxylate Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate N-BOC-1,2,3,6-TETRAHYDROPYRIDINE N-BOC-3-Aminopiperidine N-Boc-4-iodopiperidine

  • N-BOC-1,2,5,6-TETRAHYDROPYRIDINE-4-(PINACOLATO)BORONATE
  • (N-TERT-BUTOXYCARBONYL)-1,2,3,6-TETRAHYDROPYRIDINE-4-BORONIC ACID PINACOL ESTER
  • 4-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • 3,6-DIHYDRO-2H-PYRIDINE-1-TERT-BUTOXYCARBONYL-4-BORONIC ACID, PINACOL ESTER
  • 1-N-BOC-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE
  • 1-N-BOC-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE 98+%
  • N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester
  • tert-butyl 1-Boc-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine
  • tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate
  • 1-Boc-4-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine
  • tert-butyl 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)- 1,2,3,6-tetrahydropyridine-1-carboxylate
  • PyridineC5H5N
  • 3,6-Dihydro-2H-pyridine-1-N-Boc-4-boronic acid pinacol ester
  • 4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid isopropyl ester
  • 3,6-DIHYDR
  • tert-butyl4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate N-Boc-1,2,5,6-
  • 3,6-DIHYDRO-2H-PYRIDINE-1-TERT-BUTOXYCARBONYL-4-BORONIC ACID PINACOL ESTER; N-BOC-1,2,5,6-TETRAHYDROPYRIDINE-4-(PINACOLATO)BORONATE
  • tert-Butyl 1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-1-carboxylate, tert-Butyl 3,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-1-carboxylate
  • tert-butyl 4-(hydroxy((3-hydroxy-2,3-diMethylbutan-2-yl)oxy)boryl)-5,6-dihydropyridine-1(2H)-carboxylate
  • 1-n-boc-3,6-dihydro-2h-pyridine-4-boronic acid pinacol ester
  • (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-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester 3,6-Dihydro-2H-pyridine-1-tert-butoxycarbonyl-4-boronic acid pinacol ester
  • [1-Boc-1,2,3,6-tetrahydropyridine-4-yl]boronic acid pinacol ester
  • N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacoL
  • 1-Boc-1,2,5,6-tetrahydropyridine-4-ylboronic acid picol ester
  • 1,2,3,6-Tetrahydropyridine-4-boronic acid, pinacol ester, N-BOC protected 95%
  • 1-Boc-3,6-Dihydro-2H-pyridine-4-boronic acid pinacol ester
  • 4-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H
  • 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylicacidtert-butylester
  • 1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester
  • tert-butyl5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-1(2H)-carbo
  • 3,6-Dihydro-2H-pyridine-1-tert-butoxycarbonyl-4-boronic acid
  • (N-Tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester ,97%
  • tert-butyl 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-1(2H)-carboxylate
  • 1-N-BOC-4-(4,4,5,5-TETRAMETHYL-2-YL)-3,6-DIHYDRO-2H-PYRIDINE
  • N-(tert-butoxycarbonyl)-3,6-dihydro-2H-pyridine-4-boronic acidpinacol ester, 97%
  • 1,2,3,6-Tetrahydropyridine-4-boronic acid, pinacol ester, N-BOC protected
  • 6-tetrahydropyridine-1-carboxylate
  • tert-butyl 4-(4
  • 3,6-Dihydro-2H-Pyridine-1-Boc -4-Boronic Acid Pinacol Ester
  • N-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester
  • tert-butyl 4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylat
  • 1-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester
  • 1-N-Boc-4-(4,4,5,5- tetraMethyl(1,3,2)dioxoborolan-2-yl)-3,6- dihydro-2H-pyridine
  • tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate, tert-Butyl 3,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-1(2H)-carboxylate
  • 1-Boc-1,2,5,6-tetrahydrop...
  • 1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
  • t-Butyl 4-(4,4,5,5,-tetramethyl-1,3,2,-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate
  • 1-N-BOC-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN
  • 4-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)-3,6-DIH
  • Pinacol 1-Boc-2,3,6-trihydropyridin-4-ylboronate
  • tert-butyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate
  • tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate
  • [1-Boc-1,2,5,6-tetrahydropyridine-4-yl]boronic acid pinacol ester
  • N-BOC-1.2.5.6
  • N-BOC-1.2.5.8-