ChemicalBook > CAS DataBase List > N-BOC-3-BROMOPYRROLIDINE

N-BOC-3-BROMOPYRROLIDINE

Product Name: N-BOC-3-BROMOPYRROLIDINE
CAS No.: 939793-16-5
Chemical Name: N-BOC-3-BROMOPYRROLIDINE
Synonyms: tert-butyl 3-bromopyrrolidine-1-carboxylate;3-bromopyrroL;N-BOC-3-BROMOPYRROLIDINE;1-Boc-3-bromopyrrolidine 96%;1-Pyrrolidinecarboxylic acid, 3-bromo-, 1,1-dimethylethyl ester
CBNumber: CB01519495
Molecular Formula: C9H16BrNO2
Formula Weight: 250.13
MOL File: 939793-16-5.mol

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N-BOC-3-BROMOPYRROLIDINE Property

Melting point:: 47-52℃
Boiling point:: 277.5±33.0 °C(Predicted)
Density: 1.379±0.06 g/cm3(Predicted)
Flash point:: >110°C
storage temp.: 2-8°C
pka: -3.30±0.40(Predicted)
form: solid
Appearance: White to yellow Solid
Water Solubility: Slightly soluble in water.
InChI: InChI=1S/C9H16BrNO2/c1-9(2,3)13-8(12)11-5-4-7(10)6-11/h7H,4-6H2,1-3H3
InChIKey: QJTKPXFJOXKUEY-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CCC(Br)C1
CAS DataBase Reference: 939793-16-5

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Safety

Hazard Codes: Xn,N
Risk Statements: 22-36-50
Safety Statements: 26-61
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
HazardClass: 9
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

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

Sigma-Aldrich

Product number: 722030
Product name: 1-Boc-3-bromopyrrolidine
Purity: 96%
Packaging: 500mg
Price: $124.2
Updated: 2025/07/31

TCI Chemical

Product number: B5271
Product name: tert-Butyl 3-Bromopyrrolidine-1-carboxylate
Purity: min. 98.0 %
Packaging: 1G
Price: $174
Updated: 2025/07/31

TCI Chemical

Product number: B5271
Product name: tert-Butyl 3-Bromopyrrolidine-1-carboxylate
Purity: min. 98.0 %
Packaging: 5G
Price: $522
Updated: 2025/07/31

TRC

Product number: B201130
Product name: N-Boc-3-bromopyrrolidine
Packaging: 100mg
Price: $45
Updated: 2021/12/16

TRC

Product number: B201130
Product name: N-Boc-3-bromopyrrolidine
Packaging: 250mg
Price: $65
Updated: 2021/12/16

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N-BOC-3-BROMOPYRROLIDINE Chemical Properties,Usage,Production

Uses

(±)-1-Boc-3-bromopyrrolidine is used in organic synthesis.

Synthesis

83220-73-9

939793-16-5

General procedure for the synthesis of N-BOC-3-bromopyrrolidine from (RS)-1-tert-butoxycarbonyl-3-hydroxypyrrolidine: (RS)-1-tert-butoxycarbonyl-3-hydroxypyrrolidine (3.00 g) was dissolved in THF (90 mL), and triphenylphosphine (12.4 g) and carbon tetrabromide (15.7 g) were added sequentially. Subsequently, THF (90 mL) was added slowly dropwise and the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the organic solvent was removed by rotary evaporation. The residue was extracted with ethyl acetate (4 x 50 mL), and the combined organic phases were washed with deionized water, dried over anhydrous sodium sulfate, and rotary evaporated again to dryness. Finally, the residue was purified by fast column chromatography (silica gel, cyclohexane/ethyl acetate 80/20) to afford the target product, (RS)-1-tert-butoxycarbonyl-3-bromopyrrolidine, in 80% yield as a yellow oil.1H-NMR (300 MHz, DMSO-d6, δ ppm relative to TMS): δ 4.85 (1H, m) 3.70-3.59 (1H, m), 3.55-2.10 (5H, m), 1.35 (9H, s).

References

[1] Journal of the American Chemical Society, 2016, vol. 138, # 24, p. 7520 - 7523
[2] Patent: WO2007/118830, 2007, A1. Location in patent: Page/Page column 139
[3] Patent: WO2010/51245, 2010, A1. Location in patent: Page/Page column 38
[4] Patent: WO2010/77624, 2010, A1. Location in patent: Page/Page column 37
[5] Journal of Medicinal Chemistry, 2017, vol. 60, # 13, p. 5613 - 5637

N-BOC-3-BROMOPYRROLIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-BOC-3-BROMOPYRROLIDINE manufacturers

Career Henan Chemical Co

Product: N-BOC-3-BROMOPYRROLIDINE 939793-16-5
Price: US $9.80/KG
Min. Order: 1g
Purity: ≥99%
Supply Ability: 100kg
Release date: 2020-01-13

939793-16-5, N-BOC-3-BROMOPYRROLIDINERelated Search:

1-N-Boc-3-Cyanopyrrolidine (S)-1-BOC-3-Cyanopyrrolidine (R)-1-Boc-3-cyanopyrrolidine (R)-N-Boc-3-(aminomethyl)pyrrolidine (R)-1-Boc-3-(aminomethyl)pyrrolidine (R)-tert-butyl 3-bromopyrrolidine-1-carboxylate N-BOC-3-BROMOPYRROLIDINE 2-tert-Butyl 6-methyl 4-bromo-3-oxo-2-azabicyclo[3.1.0]hex-3-ene-2,6-dicarboxylate (2S)-N-BOC-CIS-4-BROMO-L-PROLINE T-BUTYL ESTER N-BOC-3-BROMO-4-HYDROXY-PYRROLIDINE 3-BROMO-4-OXO-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER ANTI-N-BOC-7-BROMO-2-AZABICYCLO[2.2.1]HEPTANE

tert-butyl 3-bromopyrrolidine-1-carboxylate

N-BOC-3-BROMOPYRROLIDINE

1-Boc-3-bromopyrrolidine 96%

1-Pyrrolidinecarboxylic acid, 3-bromo-, 1,1-dimethylethyl ester

3-bromopyrroL

939793-16-5

Building Blocks

C4 to C10

Chemical Synthesis

Halogenated Heterocycles

Heterocyclic Building Blocks

Pyrrolidines