(S)-Methyl-2-aMino-3-(tert-butoxycarbonylaMino)-3-Methylbutanoate
- Product Name
- (S)-Methyl-2-aMino-3-(tert-butoxycarbonylaMino)-3-Methylbutanoate
- CAS No.
- 1093192-07-4
- Chemical Name
- (S)-Methyl-2-aMino-3-(tert-butoxycarbonylaMino)-3-Methylbutanoate
- Synonyms
- Methyl (S)-2-Amino-3-(Boc-amino)-3-methylbutyrate;1,2-Benzenedicarboxylicacid,bis(6-methylbutyl)ester;L-Valine, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl ester;(S)-Methyl-2-aMino-3-(tert-butoxycarbonylaMino)-3-Methylbutanoate;Methyl (S)-2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate;methyl (2S)-2-amino-3-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoate;tert-butyl (S)-1-(Methoxycarbonyl)-1-aMino-2-Methylpropan-2-ylcarbaMate;methyl (2S)-2-amino-3-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate;tert-butyl(S)-1-(Methoxycarbonyl)-1-aMino-2-Methylpropan-2-ylcarbaMate[1093192-07-4]C11H22N2O4246.3
- CBNumber
- CB52654880
- Molecular Formula
- C11H22N2O4
- Formula Weight
- 246.3
- MOL File
- 1093192-07-4.mol
(S)-Methyl-2-aMino-3-(tert-butoxycarbonylaMino)-3-Methylbutanoate Property
- Boiling point:
- 344.0±32.0 °C(Predicted)
- Density
- 1.070±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- pka
- 12.02±0.46(Predicted)
- Appearance
- Colorless to light yellow Liquid
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
- M332728
- Product name
- (S)-Methyl2-Amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate
- Packaging
- 100mg
- Price
- $265
- Updated
- 2021/12/16
- Product number
- AS111265
- Product name
- (S)-Methyl 2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate
- Purity
- 95% ee
- Packaging
- 100mg
- Price
- $162
- Updated
- 2021/12/16
- Product number
- AS111265
- Product name
- (S)-Methyl 2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate
- Purity
- 95% ee
- Packaging
- 250mg
- Price
- $366
- Updated
- 2021/12/16
- Product number
- CS-0035846
- Product name
- Methyl(S)-2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate
- Packaging
- 1g
- Price
- $708
- Updated
- 2021/12/16
- Product number
- AS111265
- Product name
- (S)-Methyl 2-amino-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate
- Purity
- 95% ee
- Packaging
- 1g
- Price
- $817
- Updated
- 2021/12/16
(S)-Methyl-2-aMino-3-(tert-butoxycarbonylaMino)-3-Methylbutanoate Chemical Properties,Usage,Production
Synthesis
1093192-06-3
1093192-07-4
General procedure for the synthesis of (S)-2-amino-3-tert-butoxycarbonylamino-3-methyl-3-methylbutanoic acid methyl ester from (S)-3-((tert-butoxycarbonyl)amino)-3-methyl-2-(((S)-1-phenylethyl)amino)butanoic acid methyl ester: Methyl (S)-3-((tert-butoxycarbonyl)amino)-3-methyl-2-(((S)-1-phenylethyl)amino)butanoate ( 135, 0.50 g, 1.4 mmol) was dissolved in anhydrous tetrahydrofuran (THF, 10 mL). The solution was transferred to a 50 mL flask and operated under argon protection. Palladium hydroxide catalyst (0.18 g, 20 wt%) was quickly weighed and added to the reaction flask. Subsequently, the atmosphere in the flask was replaced with hydrogen and the hydrogen pressure (-101 kPa) was maintained. After the reaction was carried out for 2 h, the completion of the reaction was confirmed by LC/MS analysis. The reaction mixture was filtered through a diatomaceous earth pad and the filtrate was concentrated to dryness. The residue was purified by the CombiFlash system (eluent: dichloromethane solution of 0-5% methanol) to afford the target product (S)-methyl (S)-2-amino-3-tert-butyloxycarbonylamino-3-methylbutanoate (34) as a white solid (330 mg, 95% yield). The product was characterized by 1H NMR (300 MHz, CDCl3) and 13C NMR (75 MHz, CDCl3) and the data were consistent with the expected structure.
References
[1] Patent: WO2012/31298, 2012, A2. Location in patent: Page/Page column 121-122
[2] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 2, p. 94 - 102
[3] Patent: WO2008/154642, 2008, A2. Location in patent: Page/Page column 245-246
(S)-Methyl-2-aMino-3-(tert-butoxycarbonylaMino)-3-Methylbutanoate Preparation Products And Raw materials
Raw materials
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