TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE

Product Name: TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE
CAS No.: 201940-08-1
Chemical Name: TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE
Synonyms: N-Boc-5-broMoisoindoline;2-Boc-5-bromo-isoindoline;3-N-Boc-5-Bromoisoindoline;TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE;Acetamide,2,2,2-trifluoro-N-(5-hydroxyethyl)-;TERT-BUTYL 5-BROMO-1,3-DIHYDRO-ISOINDOLE-2-CARBOXYLATE;tert-butyl 5-broMo-2,3-dihydro-1H-isoindole-2-carboxylate;tert-butyl 5-broMo-1,3-dihydro-2H-isoindole-2-carboxylate;5-bromo-1,3-dihydro-isoindole-2-carboxylicacid tert-butyl este;5-broMo-1,3-dihydroisoindole-2-carboxylic acid tert-butyl ester
CBNumber: CB22453147
Molecular Formula: C13H16BrNO2
Formula Weight: 298.18
MOL File: 201940-08-1.mol

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TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE Property

Boiling point:: 354.7±42.0 °C(Predicted)
Density: 1.400
storage temp.: 2-8°C
pka: -1.66±0.20(Predicted)
form: Solid
color: White to off-white
InChI: InChI=1S/C13H16BrNO2/c1-13(2,3)17-12(16)15-7-9-4-5-11(14)6-10(9)8-15/h4-6H,7-8H2,1-3H3
InChIKey: GOKHEUCWNVPUSC-UHFFFAOYSA-N
SMILES: C1C2=C(C=C(Br)C=C2)CN1C(OC(C)(C)C)=O

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Safety

HS Code: 29339900

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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

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

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

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N-Bromosuccinimide Price

TRC

Product number: B693060
Product name: tert-Butyl5-Bromoisoindoline-2-carboxylate
Packaging: 250mg
Price: $120
Updated: 2021/12/16

TRC

Product number: B693060
Product name: tert-Butyl5-Bromoisoindoline-2-carboxylate
Packaging: 1g
Price: $305
Updated: 2021/12/16

AK Scientific

Product number: W4266
Product name: tert-Butyl5-bromoisoindoline-2-carboxylate
Packaging: 5g
Price: $290
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB144138
Product name: tert-Butyl 5-bromoisoindoline-2-carboxylate
Packaging: 1g
Price: $180
Updated: 2021/12/16

Matrix Scientific

Product number: 074109
Product name: tert-Butyl 5-bromoisoindoline-2-carboxylate
Purity: 95+%
Packaging: 5g
Price: $178
Updated: 2021/12/16

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TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE Chemical Properties,Usage,Production

Uses

tert-Butyl 5-Bromoisoindoline-2-carboxylate is an intermediate used in the synthesis of Isothiazoloquinolones with Enhanced Antistaphylococcal Activities against Multidrug-Resistant Strains. It is also used to prepare substituted isoindolines as inhibitors of dipeptidyl peptidase 8/9 (DPP8/9).

Synthesis

24424-99-5

127168-84-7

201940-08-1

General procedure for the synthesis of tert-butyl 5-bromoisoindoline-2-carbonate from di-tert-butyl dicarbonate and 5-bromoisoindoline: to a solution of 5-bromoisoindoline (6 g, 30 mmol) in tetrahydrofuran (THF, 100 mL) was added a saturated sodium carbonate solution (25 mL), followed by di-tert-butyl dicarbonate (33 g, 151 mmol). The reaction mixture was stirred at room temperature for 2 hours, followed by concentration under reduced pressure. The residue was extracted with ethyl acetate (50 mL x 3). The organic phases were combined, washed with saturated saline, dried over anhydrous sodium sulfate and concentrated again under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 10:1, v/v) to afford the target product tert-butyl 5-bromoisoindoline-2-carboxylate (9 g, approx. 100% yield). lc-MS: 298 [M+1].

References

[1] Patent: US2017/275301, 2017, A1. Location in patent: Paragraph 0226; 0228
[2] Patent: EP3257857, 2017, A1. Location in patent: Paragraph 0102; 0104
[3] Journal of Organic Chemistry, 2012, vol. 77, # 24, p. 11296 - 11301
[4] Patent: WO2015/54317, 2015, A1. Location in patent: Paragraph 0272; 0273
[5] Patent: EP2311810, 2011, A1. Location in patent: Page/Page column 24

TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE Suppliers

China 137 India 1 Switzerland 1 United Kingdom 2 United States 8 Global 149

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View Lastest Price from TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE manufacturers

Career Henan Chemical Co

Product: TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE 201940-08-1
Price: US $6.60/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 1kg-1000kg
Release date: 2019-12-26

201940-08-1, TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATERelated Search:

tert-butyl 5-bromoindoline-1-carboxylate tert-Butyl 7-bromoheptanoate tert-Butyl 5-bromo-1-oxoisoindoline-2-carboxylate tert-Butyl 5-broMo-2H,3H-pyrrolo[2,3-b]pyridine-1-carboxylate 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane tert-Butyl 5-iodopentylcarbamate tert-Butyl 9-aminononanoate Hexanoic acid, 6-bromo-, 1,1-dimethylethyl ester tert-butyl 5-oxo-L-prolinate tert-butyl(7-oxoheptyl) carbamate 5-BROMOPENTANOIC ACID, T-BUTYL ESTER TERT-BUTYL 6-IODOHEXYLCARBAMATE tert-Butyl 5-bromo-2-chlorobenzoate tert-Butyl 5-broMospiro[indoline-3,4'-piperidine]-1'-carboxylate tert-butyl 5-bromothiophene-2-carboxylate tert-Butyl 5-bromopyrimidine-2-carboxylate tert-Butyl 6-oxohexylcarbamate tert-Butyl 5-bromopyridin-2-yl(ethyl)carbamate

TERT-BUTYL 5-BROMO-1,3-DIHYDRO-ISOINDOLE-2-CARBOXYLATE

TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE

tert-butyl 5-broMo-2,3-dihydro-1H-isoindole-2-carboxylate

N-Boc-5-broMoisoindoline

5-broMo-1,3-dihydroisoindole-2-carboxylic acid tert-butyl ester

tert-butyl 5-broMo-1,3-dihydro-2H-isoindole-2-carboxylate

3-N-Boc-5-Bromoisoindoline

2-Boc-5-bromo-isoindoline

5-Bromo-1,3-dihydro-2H-isoindol-2-carboxylic acid tert-butyl ester

2H-Isoindole-2-carboxylic acid, 5-bromo-1,3-dihydro-, 1,1-dimethylethyl ester

Acetamide,2,2,2-trifluoro-N-(5-hydroxyethyl)-

5-bromo-1,3-dihydro-isoindole-2-carboxylicacid tert-butyl este

201940-08-1