5-Bromo-N-[(tert-butoxy)carbonyl]-L-norvaline tert-butyl ester
- Product Name
- 5-Bromo-N-[(tert-butoxy)carbonyl]-L-norvaline tert-butyl ester
- CAS No.
- 91229-86-6
- Chemical Name
- 5-Bromo-N-[(tert-butoxy)carbonyl]-L-norvaline tert-butyl ester
- Synonyms
- N-Boc-5-bromo-L-norvaline tert-butyl ester;5-Bromo-N-[(tert-butoxy)carbonyl]-L-norvaline tert-butyl ester;(S)-tert-Butyl 5-broMo-2-((tert-butoxycarbonyl)aMino)pentanoate;5-Bromo-N-[(tert-butoxy)carbonyl]-L-norvaline tert-butyl ester USP/EP/BP;ert-butyl(2S)-5-bromo-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate;tert-butyl (2S)-5-bromo-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate;L-Norvaline, 5-bromo-N-[(1,1-dimethylethoxy)carbonyl]-, 1,1-dimethylethyl ester
- CBNumber
- CB82554347
- Molecular Formula
- C14H26BrNO4
- Formula Weight
- 352.26
- MOL File
- 91229-86-6.mol
5-Bromo-N-[(tert-butoxy)carbonyl]-L-norvaline tert-butyl ester Property
- Boiling point:
- 402.7±40.0 °C(Predicted)
- Density
- 1.218
- storage temp.
- 2-8°C
- pka
- 11.05±0.46(Predicted)
- Appearance
- White to off-white Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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
- AS115489
- Product name
- (S)-tert-Butyl 5-bromo-2-((tert-butoxycarbonyl)amino)pentanoate
- Purity
- 97+% ee
- Packaging
- 250mg
- Price
- $240
- Updated
- 2021/12/16
- Product number
- 4967CS
- Product name
- (S)-Tert-Butyl5-bromo-2-((tert-butoxycarbonyl)amino)pentanoate
- Packaging
- 1g
- Price
- $367
- Updated
- 2021/12/16
- Product number
- AS115489
- Product name
- (S)-tert-Butyl 5-bromo-2-((tert-butoxycarbonyl)amino)pentanoate
- Purity
- 97+% ee
- Packaging
- 1g
- Price
- $545
- Updated
- 2021/12/16
- Product number
- AS115489
- Product name
- (S)-tert-Butyl 5-bromo-2-((tert-butoxycarbonyl)amino)pentanoate
- Purity
- 97+% ee
- Packaging
- 5G
- Price
- $1383
- Updated
- 2021/12/16
- Product number
- A124533
- Product name
- (S)-tert-Butyl5-bromo-2-((tert-butoxycarbonyl)amino)pentanoate
- Purity
- 95+%
- Packaging
- 100mg
- Price
- $79
- Updated
- 2021/12/16
5-Bromo-N-[(tert-butoxy)carbonyl]-L-norvaline tert-butyl ester Chemical Properties,Usage,Production
Synthesis
90194-99-3
91229-86-6
The general procedure for the synthesis of tert-butyl (S)-5-bromo-2-((tert-butoxycarbonyl)amino)-5-hydroxypentanoate from (S)-2-((tert-butoxycarbonyl)amino)-5-hydroxypentanoic acid is as follows: 1. tert-Butyl (S)-2-((tert-butoxycarbonyl)amino)-5-hydroxypentanoate (210.2 mg) was dissolved in dichloromethane (7.3 mL) and cooled to 0°C. 2. Carbon tetrabromide (1.5 eq.) and triphenylphosphine (2.0 eq.) were added sequentially and the reaction mixture was stirred at 0 °C for 20 min. 3. Upon completion of the reaction, the reaction was terminated with hexane/ethyl acetate (2:1, v/v). 4. The reaction mixture was purified by silica gel column chromatography (eluent: hexane/ethyl acetate, 2:1, v/v) to afford 254.6 mg (S)-tert-butyl 5-bromo-2-((tert-butoxycarbonyl)amino)pentanoate in 100% yield as a colorless oil.
References
[1] Patent: EP2952504, 2015, A1. Location in patent: Paragraph 0151-0152
[2] European Journal of Organic Chemistry, 2004, # 21, p. 4391 - 4396
[3] Journal of Organic Chemistry, 1984, vol. 49, # 19, p. 3527 - 3534
[4] Chemistry Letters, 1996, # 8, p. 621 - 622
5-Bromo-N-[(tert-butoxy)carbonyl]-L-norvaline tert-butyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
5-Bromo-N-[(tert-butoxy)carbonyl]-L-norvaline tert-butyl ester Suppliers
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