ChemicalBook > CAS DataBase List > TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATE

TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATE

Product Name
TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATE
CAS No.
877399-35-4
Chemical Name
TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATE
Synonyms
1-(1-Boc-3-azetidinyl)pyrazole-4-boronic Acid Pinacol Ester;1-Boc-3-[4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-pyrazol-1-yl]azetidine;1-BOC-3-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazol-1-yl]azetidine - [T11814];tert-butyl 3-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]azetidine-1-carboxylate;tert-Butyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carb;tert-butyl 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]azetidine-1-carboxylate;tert-Butyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylat;TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATE;1-Azetidinecarboxylic acid,3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]-,1,1-dimethylethyl ester
CBNumber
CB22638573
Molecular Formula
C17H28BN3O4
Formula Weight
349.23
MOL File
877399-35-4.mol
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TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATE Property

Boiling point:
465.7±35.0 °C(Predicted)
Density 
1.16±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
2.63±0.19(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
BOR0011681
Product name
TERT-BUTYL-3-[4-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL]AZETIDINE-1-CARBOXYLATE
Purity
95.00%
Packaging
5MG
Price
$452.15
Updated
2021/12/16
SynQuest Laboratories
Product number
8H60-1-BE
Product name
tert-Butyl 3-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]azetidine-1-carboxylate
Purity
97.0%
Packaging
250mg
Price
$490
Updated
2021/12/16
AK Scientific
Product number
Y1753
Product name
1-BOC-3-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazol-1-yl]azetidine
Packaging
1g
Price
$517
Updated
2021/12/16
Synthonix
Product number
T11814
Product name
1-BOC-3-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazol-1-yl]azetidine
Purity
97.0%
Packaging
5g
Price
$1240
Updated
2021/12/16
Matrix Scientific
Product number
118518
Product name
tert-Butyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate
Packaging
1g
Price
$1498
Updated
2021/12/16
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TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATE Chemical Properties,Usage,Production

Synthesis

877399-34-3

73183-34-3

877399-35-4

Synthesis of tert-butyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate (2-8): tert-butyl 3-(4-bromo-1H-pyrazol-1-yl)azetidine-1-carboxylate (2-8) was synthesized by dissolving compound 3-(4-bromo-1H-pyrazol-1-yl)tert-butyl azetidine-1-carboxylate (2-8) (225 mg, 0.74 mmol), biboronic acid pinacol ester (2-7) (227 mg, 0.89 mmol) and potassium acetate (247 mg, 2.52 mmol) were dissolved in 3 mL of dimethyl sulfoxide (DMSO) and the reaction mixture was purged with nitrogen for 15 min. Subsequently, dichlorobis(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) (PdCl2(dppf)2-CH2Cl2) (30 mg, 2.52 mmol) was added. The resulting mixture was stirred at 80 °C overnight under nitrogen protection. After completion of the reaction, it was cooled to room temperature and the mixture was filtered through a diatomaceous earth pad and washed well with ethyl acetate. The filtrate was washed sequentially with water (2 x 50 mL) and brine (50 mL). The organic layer was dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with the eluent being petroleum ether: ethyl acetate (3:2). The filtrate was concentrated under reduced pressure to give 250 mg of the target product 2-8 as a clear oil (97% yield).1H NMR (400 MHz, chloroform-d) δ ppm 1.18-1.27 (m, 9H), 1.28-1.34 (m, 6H), 1.41-1.49 (m, 6H), 4.22-4.33 (m, 2H), 4.36 (t, J = 8.59 Hz, 2H), 4.98-5.13 (m, 1H), 7.83 (s, 2H).

References

[1] Patent: US2006/46991, 2006, A1. Location in patent: Page/Page column 57-58
[2] Patent: WO2006/21881, 2006, A2. Location in patent: Page/Page column 63; 64
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 18, p. 6342 - 6363

TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATE Suppliers

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877399-35-4, TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATERelated Search:

TERT-BUTYLBORONIC ACID PINACOL ESTER TERT-BUTYLDIMETHYL(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)CYCLOHEX-3-ENYLOXY)SILANE POTASSIUM TERT-BUTYLTRIFLUOROBORATE tert-butyldimethyl((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)oxy)silane (TERT.-BUTYLDIMETHYLSILYLOXY)ETHANOL 2-(N-Boc-aMinoMethyl)-5-chloropyridine TERT-BUTYL-(2-IODO-ETHOXY)-DIMETHYL-SILANE tert-Butyldiphenylsilane TERT-BUTYL PROPIOLATE tert-Butyl N-(3-aminopropyl)-N-methylcarbamate TERT-BUTYLDIMETHYL(2-PROPYNYLOXY)SILANE

  • TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATE
  • 1-Boc-3-[4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-pyrazol-1-yl]azetidine
  • tert-butyl 3-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]azetidine-1-carboxylate
  • 1-Azetidinecarboxylic acid,3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]-,1,1-dimethylethyl ester
  • tert-Butyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylat
  • tert-Butyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carb
  • tert-butyl 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]azetidine-1-carboxylate
  • 1-(1-Boc-3-azetidinyl)pyrazole-4-boronic Acid Pinacol Ester
  • 1-BOC-3-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazol-1-yl]azetidine - [T11814]
  • 877399-35-4