ChemicalBook >> CAS DataBase List >>3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole

CAS No.
365564-11-0
Chemical Name:
3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole
Synonyms
1-(Triisopropylsilyl)-1H-...;N-TIPS pyrrole-3-boronic acid pinacol ester;1-(Triisopropylsilyl)pyrrole-3-boronic Acid Pinacol Ester;1-(Triisopropylsilyl)-1H-pyrrole-3-boronic acid pinacol ester;1-(triisopropylsilyl)-1H-pyrrol-3-ylboronic acid pinacol ester;3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(tripropan...;1-(Triisopropylsilyl)-1H-pyrrole-3-boronic acid pinacol ester - [T7679];3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole;3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole;tri(propan-2-yl)-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrol-1-yl]silane
CBNumber:
CB42520180
Molecular Formula:
C19H36BNO2Si
Molecular Weight:
349.39
MDL Number:
MFCD08063117
MOL File:
365564-11-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-24 14:58:19
Product description Number Pack Size Price
3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole T302793 50mg $45
3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole T302793 500mg $90
3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(1-methylethyl)silyl]-1H-pyrrole 95+% 096383 1g $152
3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(1-methylethyl)silyl]-1H-pyrrole CS-0051659 1g $75
1-(Triisopropylsilyl)-1H-pyrrole-3-boronic acid, pinacol ester 8H87-1-06 1g $88
More product size

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole Properties

Melting point 59 °C
Boiling point 383.6±15.0 °C(Predicted)
Density 0.94±0.1 g/cm3(Predicted)
storage temp. Storage temp. 2-8°C
pka -2.53±0.70(Predicted)
form Powder or Solid
color White to yellow
InChI InChI=1S/C19H36BNO2Si/c1-14(2)24(15(3)4,16(5)6)21-12-11-17(13-21)20-22-18(7,8)19(9,10)23-20/h11-16H,1-10H3
InChIKey GWFIZBYDIHGZRJ-UHFFFAOYSA-N
SMILES N1([Si](C(C)C)(C(C)C)C(C)C)C=CC(B2OC(C)(C)C(C)(C)O2)=C1

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
HS Code  2933998090

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC T302793 3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole 365564-11-0 50mg $45 2021-12-16 Buy
TRC T302793 3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole 365564-11-0 500mg $90 2021-12-16 Buy
Matrix Scientific 096383 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(1-methylethyl)silyl]-1H-pyrrole 95+% 365564-11-0 1g $152 2021-12-16 Buy
ChemScene CS-0051659 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(1-methylethyl)silyl]-1H-pyrrole 365564-11-0 1g $75 2021-12-16 Buy
SynQuest Laboratories 8H87-1-06 1-(Triisopropylsilyl)-1H-pyrrole-3-boronic acid, pinacol ester 365564-11-0 1g $88 2021-12-16 Buy
Product number Packaging Price Buy
T302793 50mg $45 Buy
T302793 500mg $90 Buy
096383 1g $152 Buy
CS-0051659 1g $75 Buy
8H87-1-06 1g $88 Buy

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole Chemical Properties,Uses,Production

Synthesis

3-BROMO-1-(TRIISOPROPYLSILYL)PYRROLE

87630-36-2

Pinacolborane

25015-63-8

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole

365564-11-0

To a stirred solution of 3-bromo-1-(triisopropylmethylsilyl)pyrrole (6.50 g, 21.50 mmol) and pinacolborane (4.13 g, 32.25 mmol) in toluene (120 mL) was sequentially added PdCl2(ACN)2 (0.45 g, 1.72 mmol), dicyclohexyl (2',6'-dimethoxybiphenyl-2-yl)phosphine (2.65 g, 6.45 mmol) and triethylamine (6.53 g, 64.50 mmol). The reaction mixture was degassed twice with nitrogen and subsequently heated to 90 °C and kept for 16 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming complete consumption of the raw materials the reaction was stopped and cooled to room temperature. The reaction mixture was diluted with ethyl acetate (200 mL), filtered through a pad of diatomaceous earth and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (eluent ratio: ethyl acetate/hexane from 1/200 to 1/50) to afford the target product 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(1-methylethyl)methanesilyl]-1H-pyrrole (3.50 g, 46% yield) as a white solid.

References

[1] Angewandte Chemie - International Edition, 2006, vol. 45, # 21, p. 3484 - 3488
[2] Journal of the American Chemical Society, 2007, vol. 129, # 11, p. 3358 - 3366
[3] Journal of Organic Chemistry, 2008, vol. 73, # 14, p. 5589 - 5591
[4] Organic Letters, 2010, vol. 12, # 19, p. 4224 - 4227

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole Preparation Products And Raw materials

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3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole pictures 2026-04-17 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole
365564-11-0
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3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole Spectrum

1-(Triisopropylsilyl)-1H-... 1-(Triisopropylsilyl)-1H-pyrrole-3-boronic acid pinacol ester 1H-Pyrrole, 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(1-Methylethyl)silyl]- 3-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(1-Methylethyl)silyl]-1H-pyrrole N-TIPS pyrrole-3-boronic acid pinacol ester 1-(triisopropylsilyl)-1H-pyrrol-3-ylboronic acid pinacol ester 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(propan-2-yl)silyl]-1H-pyrrole 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-pyrrole 1-(Triisopropylsilyl)pyrrole-3-boronic Acid Pinacol Ester tri(propan-2-yl)-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrol-1-yl]silane 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(tripropan... 1-(Triisopropylsilyl)-1H-pyrrole-3-boronic acid pinacol ester - [T7679] 365564-11-0