1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid, pinacol ester

Product Name: 1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid, pinacol ester
CAS No.: 212127-83-8
Chemical Name: 1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid, pinacol ester
Synonyms: (containing ca. 50% 4,5-dihydro isomer);1-Boc-2,5-dihydropyrrole-3-boronic Acid Pinacol Ester;1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid pinacol ester;tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl;N-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid pinacol ester;(1-(TERT-BUTOXYCARBONYL)-2,5-DIHYDRO-1H-PYRROL-3-YL)BORONIC ACID PINACOL ESTER;3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2,5-DIHYDRO-1H-PYRROLE-1-CARBOXYLATE;tert-butyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate;tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-pyrrole-1-carboxylate;tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxyl
CBNumber: CB22454649
Molecular Formula: C15H26BNO4
Formula Weight: 295.18
MOL File: 212127-83-8.mol

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1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid, pinacol ester Property

Boiling point:: 330.5±52.0 °C(Predicted)
Density: 1.06±0.1 g/cm3(Predicted)
storage temp.: Inert atmosphere,Store in freezer, under -20°C
pka: -1.18±0.40(Predicted)
form: solid
color: Off-white to light yellow
InChI: InChI=1S/C15H26BNO4/c1-13(2,3)19-12(18)17-9-8-11(10-17)16-20-14(4,5)15(6,7)21-16/h8H,9-10H2,1-7H3
InChIKey: OIZXJJIHVIYNKZ-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CC=C(B2OC(C)(C)C(C)(C)O2)C1

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Safety

HS Code: 2933998090

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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

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

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N-Bromosuccinimide Price

TRC

Product number: D449815
Product name: 2,5-Dihydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-1-carboxylicAcid1,1-DimethylethylEster
Packaging: 250mg
Price: $195
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB141943
Product name: tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate
Packaging: 500mg
Price: $260
Updated: 2021/12/16

AK Scientific

Product number: W4420
Product name: tert-Butyl3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate
Packaging: 1g
Price: $276
Updated: 2021/12/16

SynQuest Laboratories

Product number: 8H60-1-0R
Product name: tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate
Packaging: 1g
Price: $360
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 64397
Product name: 2,5-Dihydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-1-carboxylicacid1,1-dimethylethylester
Packaging: 1g
Price: $390
Updated: 2021/12/16

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1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid, pinacol ester Chemical Properties,Usage,Production

Uses

1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid, pinacol ester can be used in the synthesis of series of kinase inhibitors.

Synthesis

630121-86-7

73183-34-3

212127-83-8

General procedure for the synthesis of tert-butyl 1-tert-butoxycarbonyl-2,5-dihydro-1H-pyrrole-3-boronic acid pinacol ester from tert-butyl 3-(trifluoromethanesulfonyloxy)-2H-pyrrole-1(5H)-carboxylate and pinacol ester of bis(boronic acid): tert-butyl 3-(trifluoromethanesulfonyloxy)-2,5-dihydro-pyrrole-1-carboxylate (2.00 g, 6.3 mmol) was dissolved in 1,4 -dioxane (35 mL) and degassed potassium acetate (1.86 g, 18.9 mmol), Pd(dppf)Cl2-CH2Cl2 (154 mg, 0.19 mmol), dppf (105 mg, 0.19 mmol), and bis(pinacolato)ethylborane (1.92 g, 7.56 mmol) were added sequentially to this solution under nitrogen protection . The reaction mixture was stirred and reacted at 80 °C overnight. Upon completion of the reaction, the crude reaction mixture was concentrated and purified by fast column chromatography on silica gel (15-50% EtOAc/hexane gradient elution) to afford tert-butyl 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,5-dihydro-pyrrole-1-carboxylate as a white semi-solid (1.50 g, 81% yield).1H NMR (CDCl3, 300 MHz) δ 1.26 (s, 12H), 1.46 (s, 9H), 4.18 (m, 4H), 6.45 (bd, 1H, J = 14.10 Hz); MS (ESI) m/z = 240.2 (MH+ -t-Bu).

References

[1] Patent: US2010/204265, 2010, A1. Location in patent: Page/Page column 91; 92
[2] Patent: TW2016/4185, 2016, A. Location in patent: Paragraph 0142; 0143
[3] Patent: WO2010/5783, 2010, A1. Location in patent: Page/Page column 152
[4] Patent: WO2016/65236, 2016, A1. Location in patent: Page/Page column 125
[5] Patent: WO2015/48662, 2015, A2. Location in patent: Page/Page column 58-59

1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid, pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid, pinacol ester manufacturers

Hubei Lidu New Material Technology Co., Ltd

Product: TERT-BUTYL 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2,5-DIHYDROPYRROLE-1-CARBOXYLATE 212127-83-8
Price: US $0.00-0.00/g
Min. Order: 100g
Purity: 95%
Supply Ability: 20tons
Release date: 2024-09-24

Career Henan Chemical Co

Product: tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydropyrrole-1-carboxylate 212127-83-8
Price: US $5.50/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 1kg,10kg,100kg
Release date: 2020-01-09

212127-83-8, 1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid, pinacol esterRelated Search:

TERT-BUTYL 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRROLO[3,2-C]PYRIDINE-1-CARBOXYLATE N-Boc-pyrroline 1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid, pinacol ester

tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl

1-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid pinacol ester

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

(containing ca. 50% 4,5-dihydro isomer)

2,5-Dihydro-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-1- carboxylic Acid 1,1-DiMethylethyl Ester

tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxyl

1H-Pyrrole-1-carboxylic acid, 2,5-dihydro-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-,1,1-diMethylethyl ester

2,5-dihydro-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-1-carboxylic acid, tert-butyl ester

3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2,5-DIHYDRO-1H-PYRROLE-1-CARBOXYLATE

tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-pyrrole-1-carboxylate

tert-butyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate

tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydro-1h- pyrrole-1-carboxylat

1-Boc-2,5-dihydropyrrole-3-boronic Acid Pinacol Ester

(1-(TERT-BUTOXYCARBONYL)-2,5-DIHYDRO-1H-PYRROL-3-YL)BORONIC ACID PINACOL ESTER

N-Boc-2,5-Dihydro-1H-pyrrole-3-boronic acid pinacol ester

2,5-Dihydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-1- carboxylic Acid 1,1-Dimeth

tert-butyl 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,5-dihydropyrrole-1-carboxylate - [T10929]

212127-83-8

C15H26BNO4

Heterocycles, Inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals

Organic boronic acid