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17356

Sigma-Aldrich

3-(Boc-amino)propyl bromide

≥96.0% (GC)

Synonym(s):

tert-Butyl N-(3-bromopropyl)carbamate

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About This Item

Linear Formula:
Br(CH2)3NHCO2C(CH3)3
CAS Number:
83948-53-2
Molecular Weight:
238.12
Beilstein:
4176344
MDL number:
MFCD02683429
UNSPSC Code:
12352200
PubChem Substance ID:
57647642
NACRES:
NA.22

Quality Level

200

Assay

≥96.0% (GC)

reaction suitability

reagent type: cross-linking reagent

mp

37-39 °C

functional group

Boc
amine
bromo

storage temp.

2-8°C

SMILES string

BrCCCNC(OC(C)(C)C)=O

InChI

1S/C8H16BrNO2/c1-8(2,3)12-7(11)10-6-4-5-9/h4-6H2,1-3H3,(H,10,11)

InChI key

IOKGWQZQCNXXLD-UHFFFAOYSA-N

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Application

3-(Boc-amino)propyl bromide can be used as an alkylating reagent for the synthesis of:
  • Benzydamine analogs to be used as activators for soluble guanylate cyclase.
  • N-substituted chromenotriazolopyrimidine, human murine double minute 2 (MDM2) inhibitor.
  • Protected amines from piperidine derivatives to be further used for synthesis of sulfonamide series.

It can also be used for the post-polymerization quaternization of polymers to synthesize functional cationic polymers and antimicrobial agents.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Improvement of the synthesis and pharmacokinetic properties of chromenotriazolopyrimidine MDM2-p53 protein-protein inhibitors.
Beck HP, et al.
Bioorganic & Medicinal Chemistry Letters, 21(9), 2752-2755 (2011)
Synthesis and biological evaluation of novel pyrazoles and indazoles as activators of the nitric oxide receptor, soluble guanylate cyclase.
Selwood DL, et al.
Journal of medicinal chemistry, 44(1), 78-93 (2001)
Identification of selective 8-(piperidin-4-yloxy) quinoline sulfone and sulfonamide histamine H1 receptor antagonists for use in allergic rhinitis.
Procopiou PA, et al.
Bioorganic & Medicinal Chemistry Letters, 27(21), 4914-4919 (2017)
Design, syntheses and evaluation of hemocompatible pegylated-antimicrobial polymers with well-controlled molecular structures.
Venkataraman S, et al.
Biomaterials, 31(7), 1751-1756 (2010)

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