ChemicalBook > CAS DataBase List > 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Uses

Product Name: 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
CAS No.: 188869-05-8
Chemical Name: 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
Synonyms: TERT-BUTYL 3-BROMO-4-OXOPIPERIDINE-1-CARBOXYLATE;1-Piper;BUTTPARK 153\57-01;N-Boc-3-bromo-4-piperidone;N-Boc-3-bromo-4-piperid0ne;N-BOC-3-BROMO-4-OXOPIPERIDINE;1-Boc-3-bromo-4-oxopiperidine;1-tert-Butoxycarbonyl-3-bromo-4-oxopiperidine;Tert-butyl 3-broMo-4-oxopiperidin-1-carboxylate;1-tert-Butyloxycarbonyl-3-bromo-4-oxopiperidine
CBNumber: CB3190249
Molecular Formula: C10H16BrNO3
Formula Weight: 278.14
MOL File: 188869-05-8.mol

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3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Property

Boiling point:: 333.3±42.0 °C(Predicted)
Density: 1.422±0.06 g/cm3(Predicted)
storage temp.: 2-8°C(protect from light)
form: solid
pka: -3.35±0.40(Predicted)
color: White
InChI: InChI=1S/C10H16BrNO3/c1-10(2,3)15-9(14)12-5-4-8(13)7(11)6-12/h7H,4-6H2,1-3H3
InChIKey: RGWGRRBHQUREDE-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CCC(=O)C(Br)C1

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Safety

HazardClass: IRRITANT
HS Code: 2933399990

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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.

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

TCI Chemical

Product number: B6595
Product name: tert-Butyl 3-Bromo-4-oxopiperidine-1-carboxylate
Purity: min. 95.0 %
Packaging: 1G
Price: $84
Updated: 2025/07/31

TCI Chemical

Product number: B6595
Product name: tert-Butyl 3-Bromo-4-oxopiperidine-1-carboxylate
Purity: min. 95.0 %
Packaging: 5G
Price: $252
Updated: 2025/07/31

TRC

Product number: B588605
Product name: tert-Butyl3-Bromo-4-oxopiperidine-1-carboxylate
Packaging: 10mg
Price: $45
Updated: 2021/12/16

AK Scientific

Product number: W4071
Product name: tert-Butyl3-bromo-4-oxopiperidine-1-carboxylate
Packaging: 1g
Price: $66
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB46135
Product name: 3-Bromo-4-oxopiperidine-1-carboxylic acid tert-butyl ester
Packaging: 500mg
Price: $75
Updated: 2021/12/16

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3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production

Uses

3-Bromo-4-oxopiperidin-1-carboxylic acid tert-butyl ester is an ester organic compound that can be used as an organic intermediate.

General Description

3-Bromo-4-oxopiperidine-1-carboxylic acid tert-butyl ester is a colorless liquid that is soluble in organic solvents. It can be prepared by reacting lithium metal with carbon dioxide and bromine in an ethereal solvent, followed by reaction with tert-butyl alcohol.

Synthesis

79099-07-3

188869-05-8

The general procedure for the synthesis of N-Boc-3-bromo-4-oxopiperidine from N-Boc-4-piperidone was as follows: 1. triethylamine (TEA, 7.7 mL, 55 mmol) and trimethylchlorosilane (TMSCl, 3.5 mL, 27.6 mmol) were sequentially added to a solution of N,N-dimethylformamide (DMF, 30 mL) containing tert-butyl 4-oxopiperidine-1-carboxylate (5 g, 25 mmol) at room temperature. 2. The reaction mixture was stirred at 75 °C overnight. 3. After completion of the reaction, the reaction solution was cooled to room temperature and pre-cooled saturated aqueous sodium bicarbonate (200 mL) and hexane (200 mL) were added sequentially. 4. Separate the organic phase, wash it with saturated aqueous sodium chloride solution, and subsequently dry and concentrate it with anhydrous sodium sulfate to obtain a crude product, which was directly used in the next step of the reaction. 5. The above crude product was dissolved in tetrahydrofuran (THF, 15 mL) and stirred at 0 °C for 15 min. 6. A solution of N-bromosuccinimide (NBS, 4.47 g, 25 mmol) dissolved in THF (80 mL) was slowly added dropwise to the above reaction solution. 7. After the dropwise addition, the reaction mixture was stirred at room temperature overnight. 8. At the end of the reaction, water (200 mL) and hexane (200 mL) were added to the reaction solution. 9. The organic phase was separated, washed with saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. 10. The crude product was purified by silica gel column chromatography (60 g of silica gel, gradient elution of petroleum ether/ethyl acetate=20/1 to 8/1) to afford tert-butyl 3-bromo-4-oxopiperidine-1-carboxylate as a white solid (5.56 g, 78% yield).

References

[1] ChemMedChem, 2012, vol. 7, # 12, p. 2087 - 2092
[2] Patent: TWI602818, 2017, B. Location in patent: Paragraph 0424; 0425
[3] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 23-24, p. 5987 - 5999
[4] Patent: US6599895, 2003, B1
[5] Patent: EP1801108, 2007, A1. Location in patent: Page/Page column 56

3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Suppliers

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View Lastest Price from 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER manufacturers

Changsha YuTeng New Materials Co., Ltd.

Product: 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 188869-05-8
Price: US $0.00-0.00/g
Min. Order: 100g
Purity: 97%
Supply Ability: 500kg/M
Release date: 2024-11-07

Career Henan Chemical Co

Product: 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 188869-05-8
Price: US $1.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 200kg
Release date: 2018-12-24

188869-05-8, 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTERRelated Search:

tert-butyl (4-bromobutyl)carbamate CIS-2-HYDROXY-1-CYCLOPENTANECARBOXYLIC ACID,99% 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID ETHYL ESTER tert-Butyl N-(2-bromoethyl)carbamate 3-BROMOPIPERIDINE 1-N-BOC-3-BROMOPIPERIDINE 3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

TERT-BUTYL 3-BROMO-4-OXOPIPERIDINE-1-CARBOXYLATE

3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

BUTTPARK 153\57-01

N-BOC-3-BROMO-4-OXOPIPERIDINE

1-Piperidinecarboxylic acid, 3-bromo-4-oxo-, 1,1-dimethylethyl ester

1-tert-Butoxycarbonyl-3-bromo-4-oxopiperidine

1-tert-Butyloxycarbonyl-3-bromo-4-oxopiperidine

Tert-butyl 3-broMo-4-oxopiperidin-1-carboxylate

1-Boc-3-bromo-4-oxopiperidine

1-Piper

N-Boc-3-bromo-4-piperidone

3-BROMO-4-OXO-PIPERIDINE-1-CARBOXYLIC ACID TER

TERT-BUTYL 3-BR0M0-4- OXOPIPERIDINE-l-CARBOXYLATE

N-Boc-3-bromo-4-piperid0ne

188869-05-8

C10H16BrNO3