(R)-[1-(4-Bromophenyl)ethyl]carbamic acid tert-butyl ester
Uses- Product Name
- (R)-[1-(4-Bromophenyl)ethyl]carbamic acid tert-butyl ester
- CAS No.
- 578729-21-2
- Chemical Name
- (R)-[1-(4-Bromophenyl)ethyl]carbamic acid tert-butyl ester
- Synonyms
- (R)-N-Boc-1-(4-broMophenyl)ethylaMine;tert-butyl (R)-1-(4-bromophenyl)ethylcarbamate;(R)-tert-butyl (1-(4-broMophenyl)ethyl)carbaMate;tert-Butyl [(1R)-1-(4-bromophenyl)ethyl]carbamate;tert-butyl N-[(1R)-1-(4-broMophenyl)ethyl]carbaMate;(R)-[1-(4-Bromophenyl)ethyl]carbamic acid tert-butyl ester;Carbamic acid, N-[(1R)-1-(4-bromophenyl)ethyl]-, 1,1-dimethylethyl ester
- CBNumber
- CB22128762
- Molecular Formula
- C13H18BrNO2
- Formula Weight
- 300.19
- MOL File
- 578729-21-2.mol
(R)-[1-(4-Bromophenyl)ethyl]carbamic acid tert-butyl ester Property
- Melting point:
- 131-135 ºC
- Boiling point:
- 383.1±25.0 °C(Predicted)
- Density
- 1.282
- storage temp.
- 2-8°C
- pka
- 11.94±0.46(Predicted)
- Appearance
- White to off-white Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- B789370
- Product name
- (R)-tert-Butyl(1-(4-Bromophenyl)ethyl)carbamate
- Packaging
- 500mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- CCH0033069
- Product name
- (R)-TERT-BUTYL-(1-(4-BROMOPHENYL)ETHYL)CARBAMATE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $228.9
- Updated
- 2021/12/16
- Product number
- 8549AB
- Product name
- (R)-tert-Butyl(1-(4-bromophenyl)ethyl)carbamate
- Packaging
- 5g
- Price
- $447
- Updated
- 2021/12/16
- Product number
- 8549AB
- Product name
- (R)-tert-Butyl(1-(4-bromophenyl)ethyl)carbamate
- Packaging
- 10g
- Price
- $779
- Updated
- 2021/12/16
- Product number
- A143099
- Product name
- (R)-tert-Butyl(1-(4-bromophenyl)ethyl)carbamate
- Purity
- 98%
- Packaging
- 100mg
- Price
- $30
- Updated
- 2021/12/16
(R)-[1-(4-Bromophenyl)ethyl]carbamic acid tert-butyl ester Chemical Properties,Usage,Production
Uses
[(1R)-1-(4-bromophenyl)ethyl] tert-butyl carbamate is a carboxylic acid ester organic compound that can be used as a pharmaceutical intermediate.
Synthesis
24424-99-5
24358-62-1
578729-21-2
General procedure for the synthesis of tert-butyl [(1R)-1-(4-bromophenyl)ethyl]carbamate from di-tert-butyl dicarbonate and 1-(4-bromophenyl)ethylamine: 1. 1-(4-Bromophenyl)ethylamine (1.0 g, 5 mmol) was dissolved in methanol (10 ml) and sodium bicarbonate (1.26 g, 15.0 mmol) and di-tert-butyl dicarbonate (1.2 g, 5.5 mmol) were added. 2. The reaction mixture was sonicated for 4 hours. 3. The solvent was evaporated and the residue partitioned between ethyl acetate and water. 4. The organic phase was washed with brine, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to afford tert-butyl [(1R)-1-(4-bromophenyl)ethyl]carbamate (1.8 g, 6.0 mmol, 120%) as a white solid. 5. tert-Butyl [(1R)-1-(4-bromophenyl)ethyl]carbamate (0.73 g, 2.4 mmol) was dissolved in 1,2-dimethoxyethane (10 ml), tetrakis(triphenylphosphine)palladium (0.14 g, 0.12 mmol), 2-chloro-pyridinyl-3-boronic acid (0.77 g, 4.9 mmol), and 2 M sodium carbonate solution were added. 6. The reaction mixture was heated to reflux for 16 h. The solvent was removed under reduced pressure. 7. The residue was partitioned between ethyl acetate and water. 8. The organic phase was washed with brine, dried over anhydrous magnesium sulfate and the solvent was removed under reduced pressure. 9. The residue was separated by chromatography on silica gel, eluting with 3:1 heptane/ethyl acetate, and the solvent was removed under reduced pressure to afford tert-butyl (1R)-1-[4-(2-chloropyridin-3-yl)phenyl]ethylcarbamate (0.56 g, 1.7 mmol, 71%) as an off-white solid. 10. tert-Butyl (1R)-1-[4-(2-chloropyridin-3-yl)phenyl]ethylcarbamate (100 mg, 0.3 mmol), sodium ethoxide (61 mg, 0.9 mmol) and tetrahydrofuran (5 ml) were heated and refluxed under argon atmosphere for 16 hours. 11. The solvent was evaporated and the residue was purified on a SCX column eluting with a methanol solution of 2M ammonia to give (1R)-1-[4-(2-ethoxypyridin-3-yl)phenyl]ethylamine (66 mg, 0.27 mmol, 90%) as a yellow gel. 12. (1R)-1-[4-(2-ethoxypyridin-3-yl)phenyl]ethylamine (13 mg, 0.05 mmol) was dissolved in dichloromethane (1 ml), triethylamine (17 mg, 0.16 mmol) and 2-(trifluoromethoxy)benzenesulfonyl chloride (17 mg, 0.065 mmol) were added. 13. The reaction mixture was stirred for 16 hours and the solvent was evaporated under reduced pressure. 14. The crude product was dissolved in dimethyl sulfoxide (1 ml) and purified by preparative LCMS. 15. The solvent was evaporated under reduced pressure to give the title compound (6 mg, 0.013 mmol, 26%). 1H NMR (400MHz, DMSO-d6): δ 8.42 (d, 1H), 8.13 (dd, 1H), 7.81 (dd, 1H), 7.63 (m, 2H), 7.39 (m, 4H), 7.24 (d, 2H), 7.05 (m, 1H), 4.48 (q, 1H), 4.36 (q, 2H), 1.35 (d , 3H), 1.29 (t, 3H) ppm; MS (ESI) m/z: 467 [M + H]+.
References
[1] Patent: US2007/149577, 2007, A1. Location in patent: Page/Page column 6-7
[2] European Journal of Medicinal Chemistry, 2019, p. 407 - 422
[3] Patent: WO2006/18725, 2006, A1. Location in patent: Page/Page column 176
[4] Patent: WO2008/68507, 2008, A2. Location in patent: Page/Page column 57
[5] Patent: WO2009/60278, 2009, A1. Location in patent: Page/Page column 48
(R)-[1-(4-Bromophenyl)ethyl]carbamic acid tert-butyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
(R)-[1-(4-Bromophenyl)ethyl]carbamic acid tert-butyl ester Suppliers
- Tel
- 21-61263452 13641803416
- Fax
- 86-21-61263399
- ymbetter@glbiochem.com
- Country
- China
- ProdList
- 9981
- Advantage
- 64
- Tel
- 021-50795510 4000665055
- Fax
- 021-50795055
- sales@accelachem.com
- Country
- China
- ProdList
- 11035
- Advantage
- 64
- Tel
- 027-88041443 13072715837
- Fax
- 027-51829379
- sales@hetero-chem.com
- Country
- China
- ProdList
- 696
- Advantage
- 58
- Tel
- 021-61551611 13296011611
- Fax
- ＋86 21-50676805
- contact@trustwe.com
- Country
- China
- ProdList
- 9895
- Advantage
- 58
- Tel
- 021-58170097
- info@topbiochem.com
- Country
- China
- ProdList
- 9510
- Advantage
- 58
- Tel
- +86 21 61551611
- Fax
- +86 21 50676805
- Country
- China
- ProdList
- 9891
- Advantage
- 58
- Tel
- 021-58950125
- Fax
- (86) 21-58955996
- info@chemexpress.com
- Country
- China
- ProdList
- 7552
- Advantage
- 61
- Tel
- +86 (21) 6715-7650
- Fax
- +86 (21) 6715-7651
- sheepchem@163.com
- Country
- China
- ProdList
- 994
- Advantage
- 60
- Tel
- sales@witofly.com
- Country
- China
- ProdList
- 2864
- Advantage
- 52
- Tel
- 021-62960152
- Fax
- 021-52212593
- 934678158@qq.com
- Country
- China
- ProdList
- 9899
- Advantage
- 55
View Lastest Price from (R)-[1-(4-Bromophenyl)ethyl]carbamic acid tert-butyl ester manufacturers
- Product
- (R)-[1-(4-Bromophenyl)ethyl]carbamic acid tert-butyl ester 578729-21-2
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 98%MIN
- Supply Ability
- ASK
- Release date
- 2019-12-25