4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER

Product Name: 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER
CAS No.: 286961-15-7
Chemical Name: 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER
Synonyms: benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate;benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate;Benzyl 4-(4,4,5,5-Tetrameth;N-Cbz-1,2,5,6-tetrahydropyridine-4-boronic acid;N-Cbz-3,6-Dihydro-2H-pyridine-4-boronic acid pinacol ester;1-Cbz-1,2,3,6-tetrahydropyridine-4-ylboronic acid picol ester;1-Cbz-1,2,3,6-tetrahydropyridine-4-boronic Acid Pinacol Ester;N-Cbz-1,2,3,6-tetrahydropyridine-4-boronic acid, pinacol ester;benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-d...;[1-Cbz-1,2,3,6-tetrahydropyridine-4-yl]boronic acid pinacol ester
CBNumber: CB32456736
Molecular Formula: C19H26BNO4
Formula Weight: 343.23
MOL File: 286961-15-7.mol

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4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER Property

Melting point:: 88-90℃
Boiling point:: 418.2±55.0 °C(Predicted)
Density: 1.13
storage temp.: Sealed in dry,Store in freezer, under -20°C
pka: -1.26±0.40(Predicted)
form: Solid
color: Off-white
InChI: InChI=1S/C19H26BNO4/c1-18(2)19(3,4)25-20(24-18)16-10-12-21(13-11-16)17(22)23-14-15-8-6-5-7-9-15/h5-10H,11-14H2,1-4H3
InChIKey: QDSFHRPYZPQWEJ-UHFFFAOYSA-N
SMILES: C1N(C(OCC2=CC=CC=C2)=O)CC=C(B2OC(C)(C)C(C)(C)O2)C1
CAS DataBase Reference: 286961-15-7

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-37
TSCA: No
HS Code: 2933399990

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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.

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

TCI Chemical

Product number: C3243
Product name: 1-Carbobenzoxy-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: $84
Updated: 2025/07/31

TCI Chemical

Product number: C3243
Product name: 1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $251
Updated: 2025/07/31

TRC

Product number: B219050
Product name: Benzyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate
Packaging: 5g
Price: $385
Updated: 2021/12/16

AK Scientific

Product number: X0685
Product name: N-Cbz-1,2,3,6-tetrahydropyridine-4-boronicacidpinacolester
Packaging: 250mg
Price: $39
Updated: 2021/12/16

ChemSupplyAustralia

Product number: 300219
Product name: N-Cbz-3,6-Dihydro-2H-pyridine-4-boronic acid pinacol ester, 98%
Packaging: 250mg
Price: $52.8
Updated: 2021/12/16

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4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER Chemical Properties,Usage,Production

Uses

Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate is a reactant used in the synthesis of potent and orally bioavailable inhibitors of βII tryptase used in the treatment of allergic diseases.

Synthesis

73183-34-3

286961-24-8

286961-15-7

N-Benzyloxycarbonyl-3,6-dihydro-2H-pyridine-4-boronic acid pinacol ester was synthesized from bis(pinacolato) boronic acid and the compound (CAS: 286961-24-8) according to the method reported in Tetrahedron Lett. The steps were as follows: bis(pinacolato)ethylborane (338 mg, 1.33 mmol), potassium acetate (356 mg, 3.63 mmol), [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (PdCl2dppf; 30 mg, 0.04 mmol), and 1,1'-bis(diphenylphosphino)ferrocene ( 20 mg, 0.04 mmol), followed by addition of the product of Example 58A (440 mg, 1.21 mmol) in degassed 1,4-dioxane (7 mL). The reaction mixture was heated at 80 °C for 16 h, after which it was cooled to 23 °C, diluted with water and extracted with dichloromethane (3×). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and the filtrate concentrated under reduced pressure. The residue was purified by fast column chromatography on silica gel (eluent: 20% ethyl acetate/hexane) to afford the target product N-benzyloxycarbonyl-3,6-dihydro-2H-pyridine-4-boronic acid pinacol ester (323 mg, 78% yield). The product was confirmed by 1H NMR (300 MHz, CDCl3) and mass spectrometry (ESI): 1H NMR δ 1.25 (s, 12H), 2.24 (m, 2H), 3.52 (dd, 2H, J = 5.7, 5.7 Hz), 4.03 (dd, 2H, J = 6 Hz), 5.14 (s, 2H), 6.46 (br m, 1H), 7.32 (m, 5H); MS (ESI) m/e 344 (M + H)+.

References

[1] Tetrahedron Letters, 2000, vol. 41, # 19, p. 3705 - 3708
[2] Journal of Medicinal Chemistry, 2006, vol. 49, # 25, p. 7450 - 7465
[3] Patent: US2003/229094, 2003, A1. Location in patent: Page 76
[4] Patent: US2003/232836, 2003, A1. Location in patent: Page 52
[5] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 8, p. 2859 - 2872

4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER Suppliers

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View Lastest Price from 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate 286961-15-7
Price: US $3.00-9.00/KG
Min. Order: 0.1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2025-07-05

Shaanxi Dideu Medichem Co. Ltd

Product: 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER 286961-15-7
Price: US $1.10/g
Min. Order: 1g
Purity: 99.0% min
Supply Ability: 100 tons min
Release date: 2021-05-13

Henan Aochuang Chemical Co.,Ltd.

Product: n-cbz-3,6-dihydro-2h-pyridine-4-boronic acid pinacol ester 286961-15-7
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-27

286961-15-7, 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTERRelated Search:

1,2,3,6-Tetrahydropyridine-4-boronic acid, pinacol ester, N-CBZ protected 97%

Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate

1-Benzyloxycarbonyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester, 98%

N-Cbz-1,2,5,6-tetrahydropyridine-4-boronic acid

4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl e

benzyl 4-(hydroxy((3-hydroxy-2,3-dimethylbutan-2-yl)oxy)boryl)-5,6-dihydropyridine-1(2H)-carboxylate

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

benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate

1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

[1-Cbz-1,2,3,6-tetrahydropyridine-4-yl]boronic acid pinacol ester

(1-((BENZYLOXY)CARBONYL)-1,2,3,6-TETRAHYDROPYRIDIN-4-YL)BORONIC ACID PINACOL ESTER

4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL

N-Cbz-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-pyridine-1-carboxylic acid benzyl ester

1-Cbz-1,2,3,6-tetrahydropyridine-4-ylboronic acid picol ester

4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER

benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate

N-Cbz-3,6-Dihydro-2H-pyridine-4-boronic acid pinacol ester

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

benzyl 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate

benzyl 5,6-dihydro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine-1(2H)-carboxylate

1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, phenylMethyl ester

1-Benzyloxycarbonyl-1,2,3,6-tetrahydropyridine-4-boronicacidpinacolester,98%

1-Cbz-1,2,3,6-tetrahydropyridine-4-boronic Acid Pinacol Ester

2-[1-(Carbobenzoxy)-1,2,3,6-tetrahydro-4-pyridyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Benzyl 4-(4,4,5,5-Tetrameth

4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER ISO 9001：2015 REACH

benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-d...

Phenylmethyl 3,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1(2H)-pyridinecarboxylate

4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-didihydro-2H-pyridine-1-carboxylic acid benzyl ester

1,2,3,6-Tetrahydropyridine-4-boronic acid, pinacol ester, N-CBZ protected

286961-15-7

7560-46-7