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
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
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.
N-Bromosuccinimide Price
- Product number
- 90303
- Product name
- 4-(Boc-amino)butyl bromide
- Purity
- technical,≥90%(AT)
- Packaging
- 500mg
- Price
- $125
- Updated
- 2025/07/31
- Product number
- 90303
- Product name
- 4-(Boc-amino)butyl bromide
- Purity
- technical,≥90%(AT)
- Packaging
- 2.5g
- Price
- $318.5
- Updated
- 2025/07/31
- Product number
- B601525
- Product name
- 4-(t-Boc-amino)-1-butylBromide
- Packaging
- 1g
- Price
- $185
- Updated
- 2021/12/16
- Product number
- B601525
- Product name
- 4-(t-Boc-amino)-1-butylBromide
- Packaging
- 10g
- Price
- $950
- Updated
- 2021/12/16
- Product number
- FB18903
- Product name
- 4-(t-Boc-amino)-1-butyl bromide
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
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
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View Lastest Price from tert-butyl (4-bromobutyl)carbamate manufacturers
- 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
- 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
- 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