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

Product Name: tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxyl
CAS No.: 905273-91-8
Chemical Name: tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxyl
Synonyms: isoindoline-2-carboxylate;2-Boc-5-isoindolineboronic Acid Pinacol Ester;2-BOC-1H-Isoindoline-5-boronic acid pinacol ester;2-Boc-1,3-dihydro-isoindole-5-boronic acid picol ester;2-Boc-1,3-dihydro-isoindole-5-boronic acid pinacol ester;2-Boc-5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-isoindole;tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxyl;tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydroisoindole-2-carboxylate;tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindole-2-carboxylate;tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-isoindole-2-carboxylate
CBNumber: CB81562194
Molecular Formula: C19H28BNO4
Formula Weight: 345.24
MOL File: 905273-91-8.mol

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tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxyl Property

Boiling point:: 442.5±45.0 °C(Predicted)
Density: 1.11±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: -1?+-.0.20(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

TRC

Product number: B710020
Product name: tert-Butyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxylate
Packaging: 500mg
Price: $775
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: BOR0002667
Product name: TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLINE-2-CARBOXYLATE
Purity: 95.00%
Packaging: 1G
Price: $811
Updated: 2021/12/16

AK Scientific

Product number: 4610AJ
Product name: tert-Butyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxylate
Packaging: 100mg
Price: $173
Updated: 2021/12/16

AK Scientific

Product number: 4610AJ
Product name: tert-Butyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxylate
Packaging: 25g
Price: $4270
Updated: 2021/12/16

Chemenu

Product number: CM129436
Product name: tert-Butyl5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxylate
Purity: 97%
Packaging: 100mg
Price: $81
Updated: 2021/12/16

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tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxyl Chemical Properties,Usage,Production

Uses

tert-??Butyl 5-??(4,??4,??5,??5-??tetramethyl-??1,??3,??2-??dioxaborolan-??2-??yl)??isoindoline-??2-??carboxylate is a reactant in the synthesis of tyrosine kinase inhibitors in the treatment of proliferative diseases.

Synthesis

201940-08-1

73183-34-3

905273-91-8

General procedure: 5-bromo-2-(tert-butoxycarbonyl)isoindoline (1.2 g, 4 mmol), bis(pinacolato)diboron (2 g, 8 mmol) and DMSO (20 mL) were added to the reaction flask followed by AcOK (1.6 g, 16 mmol). Pd(dppf)Cl2-CH2Cl2 (327 mg, 0.4 mmol) was added under nitrogen protection. The reaction mixture was heated and stirred at 90°C for 12 hours. After completion of the reaction, it was cooled to room temperature and the reaction solution was poured into EtOAc/H2O (300 mL/100 mL). The organic phase was separated, washed with brine (100 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 20/1) to afford N-Boc-isoindoline-5-boronic acid pinacol ester as a yellow oil (1 g, 73%).MS (ESI, cationic) m/z: 290.2 [M-56 + 1]; 1H NMR (400 MHz, CDCl3) δ (ppm): 7.68- 7.74 (m, 2H), 7.23-7.30 (m, 1H), 4.64-4.70 (m, 4H), 1.53 (s, 9H), 1.36 (s, 12H).

References

[1] Journal of Medicinal Chemistry, 2007, vol. 50, # 2, p. 199 - 210
[2] Patent: WO2014/89324, 2014, A1. Location in patent: Paragraph 0237
[3] Patent: CN104016979, 2017, B. Location in patent: Paragraph 0606; 0607; 0608; 0609
[4] Patent: US2008/171754, 2008, A1. Location in patent: Page/Page column 103
[5] Patent: WO2010/10186, 2010, A1. Location in patent: Page/Page column 58

tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxyl Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxyl manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxyl 905273-91-8
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-11

Zhuozhou Wenxi import and Export Co., Ltd

Product: tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxyl 905273-91-8
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

Career Henan Chemical Co

Product: tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxyl 905273-91-8
Price: US $6.60/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 1kg-1000kg
Release date: 2019-12-26

905273-91-8, tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxylRelated Search:

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

2-Boc-5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-isoindole

2H-Isoindole-2-carboxylicacid, 1,3-dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-,1,1-dimethylethyl ester

isoindoline-2-carboxylate

2-Boc-1,3-dihydro-isoindole-5-boronic acid picol ester

2-Boc-1,3-dihydro-isoindole-5-boronic acid pinacol ester

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

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

5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

2-BOC-1H-Isoindoline-5-boronic acid pinacol ester

2-Boc-5-isoindolineboronic Acid Pinacol Ester

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

905273-91-8