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

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
Molecular Weight:
343.23
MDL Number:
MFCD11521562
MOL File:
286961-15-7.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:46
Product description Number Pack Size Price
1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine >98.0%(GC)(T) C3243 1g $84
1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine >98.0%(GC)(T) C3243 5g $251
Benzyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate B219050 5g $385
1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine,98%(GC) 98%(GC) 39921 5G $402.08
Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate FB144020 5G $550
More product size

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

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37
TSCA  No
HS Code  2933399990
NFPA 704
0
2 0

4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical C3243 1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine >98.0%(GC)(T) 286961-15-7 1g $84 2025-07-31 Buy
TCI Chemical C3243 1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine >98.0%(GC)(T) 286961-15-7 5g $251 2025-07-31 Buy
TRC B219050 Benzyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate 286961-15-7 5g $385 2021-12-16 Buy
Chem-Impex 39921 1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine,98%(GC) 98%(GC) 286961-15-7 5G $402.08 2021-12-16 Buy
Biosynth Carbosynth FB144020 Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate 286961-15-7 5G $550 2021-12-16 Buy
Product number Packaging Price Buy
C3243 1g $84 Buy
C3243 5g $251 Buy
B219050 5g $385 Buy
39921 5G $402.08 Buy
FB144020 5G $550 Buy

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

Bis(pinacolato)diboron

73183-34-3

1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-4-[[(trifluoroMethyl)sulfonyl]oxy]-, phenylMethyl ester

286961-24-8

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

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

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Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate pictures 2025-10-13 Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate
286961-15-7
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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 pictures 2025-06-25 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
US $1.10 / g 1g 99.0% min 100 tons min Shaanxi Dideu Medichem Co. Ltd
 n-cbz-3,6-dihydro-2h-pyridine-4-boronic acid pinacol ester pictures 2025-04-04 n-cbz-3,6-dihydro-2h-pyridine-4-boronic acid pinacol ester
286961-15-7
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
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 4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLIC ACID BENZYL ESTER 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-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 [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 1-Cbz-1,2,3,6-tetrahydropyridine-4-ylboronic acid picol ester 1-Benzyloxycarbonyl-1,2,3,6-tetrahydropyridine-4-boronicacidpinacolester,98% 2-[1-(Carbobenzoxy)-1,2,3,6-tetrahydro-4-pyridyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1-Cbz-1,2,3,6-tetrahydropyridine-4-boronic Acid Pinacol Ester 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... 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-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 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-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate 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