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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
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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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