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tert-butyl (4-bromobutyl)carbamate

Product Name
tert-butyl (4-bromobutyl)carbamate
CAS No.
164365-88-2
Chemical Name
tert-butyl (4-bromobutyl)carbamate
Synonyms
tert-Butyl 4-bromobutylcarbamate;Boc-NH-C4-Br;tert-Butyl (4-bromobutyl);N-Boc 4-broMobutan-1-aMine;4-(BOC-AMINO)BUTYL BROMIDE;ert-butylN-(4-bromobutyl)carbamate;N-(tert-Butoxycarbonyl)-1-broMobutan-4-ylaMine;4-(BOC-AMINO)BUTYL BROMIDE ISO 9001:2015 REACH;(4-bromo-butyl)-carbamic acid tert-butyl ester;4-(Boc-aMino)butyl broMide technical, >=90% (AT)
CBNumber
CB8972527
Molecular Formula
C9H18BrNO2
Formula Weight
252.15
MOL File
164365-88-2.mol
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tert-butyl (4-bromobutyl)carbamate Property

Boiling point:
308.8±25.0 °C(Predicted)
Density 
1.228
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form 
Low-Melting Solid
pka
12.76±0.46(Predicted)
color 
White to Pale Yellow
InChI
InChI=1S/C9H18BrNO2/c1-9(2,3)13-8(12)11-7-5-4-6-10/h4-7H2,1-3H3,(H,11,12)
InChIKey
GKGFAEREWWZBKY-UHFFFAOYSA-N
SMILES
C(OC(C)(C)C)(=O)NCCCCBr
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Safety

Hazard Codes 
Xi
Risk Statements 
41
Safety Statements 
26-39
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

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

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
90303
Product name
4-(Boc-amino)butyl bromide
Purity
technical,≥90%(AT)
Packaging
500mg
Price
$125
Updated
2025/07/31
Sigma-Aldrich
Product number
90303
Product name
4-(Boc-amino)butyl bromide
Purity
technical,≥90%(AT)
Packaging
2.5g
Price
$318.5
Updated
2025/07/31
TRC
Product number
B601525
Product name
4-(t-Boc-amino)-1-butylBromide
Packaging
1g
Price
$185
Updated
2021/12/16
TRC
Product number
B601525
Product name
4-(t-Boc-amino)-1-butylBromide
Packaging
10g
Price
$950
Updated
2021/12/16
AK Scientific
Product number
8351AA
Product name
4-(Boc-amino)butyl bromide
Packaging
250mg
Price
$131
Updated
2021/12/16
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tert-butyl (4-bromobutyl)carbamate Chemical Properties,Usage,Production

Chemical Properties

Off-White Low Melting Solid

Uses

4-(Boc-amino)butyl bromide can be used:

  • For the synthesis of N-Boc-aminoalkoxyphenyl derivatives, precursor to pharmacophore elements for the treatment of glaucoma.
  • For the synthesis of various aloperine derivatives with potential application as anti-HIV agents.
  • For the modification of 4,5,6,7-tetrabromobenzotriazole (TBB) derivatives to generate improved CK2 inhibitors.

reaction suitability

reagent type: cross-linking reagent

Synthesis

75178-87-9

164365-88-2

General procedure for the synthesis of tert-butyl N-(4-bromobutyl) carbamate from 4-(N-tert-butoxycarbonylamino)-1-butanol: 4-(N-tert-butoxycarbonylamino)-1-butanol (1.06 g, 5.788 mmol) was dissolved in anhydrous THF (54 mL), followed by the addition of triphenylphosphine (2.86 g, 10.92 mmol, 1.9 equiv) . Carbon tetrabromide (3.62 g, 10.92 mmol, 1.9 eq.) was added slowly with stirring. The reaction mixture was stirred at room temperature for 3 h. After stirring, the reaction mixture was filtered through a diatomaceous earth pad to remove by-products and the filter cake was washed with ether. The filtrate was concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel fast column chromatography (eluent: hexane/ethyl acetate, 3:1) to afford tert-butyl N-(4-bromobutyl)carbamate (1.73 g, quantitative yield) as a white solid.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 2, p. 1151 - 1155
[2] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 11, p. 1156 - 1161
[3] Patent: WO2017/53360, 2017, A1. Location in patent: Paragraph 0154
[4] Patent: WO2017/96045, 2017, A1. Location in patent: Paragraph 00884
[5] Patent: WO2012/9309, 2012, A1. Location in patent: Page/Page column 58

tert-butyl (4-bromobutyl)carbamate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from tert-butyl (4-bromobutyl)carbamate manufacturers

Sach biotech Co.,Ltd
Product
4-(BOC-AMINO)BUTYL BROMIDE 164365-88-2
Price
US $30.00-27.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
5mt
Release date
2025-06-09
Hebei Chuanghai Biotechnology Co., Ltd
Product
4-(BOC-AMINO)BUTYL BROMIDE 164365-88-2
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-25
Career Henan Chemical Co
Product
4-(BOC-AMINO)BUTYL BROMIDE 164365-88-2
Price
US $1.00/KG
Min. Order
1KG
Purity
95-99%
Supply Ability
1ton
Release date
2019-12-30

164365-88-2, tert-butyl (4-bromobutyl)carbamateRelated Search:


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  • N-(4-BroMobutyl)carbaMic Acid 1,1-DiMethylethyl Ester
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