L-Phenylalanine, 4-aMino-N-[(1,1-diMethylethoxy)carbonyl]-, ethyl ester
- Product Name
- L-Phenylalanine, 4-aMino-N-[(1,1-diMethylethoxy)carbonyl]-, ethyl ester
- CAS No.
- 67630-01-7
- Chemical Name
- L-Phenylalanine, 4-aMino-N-[(1,1-diMethylethoxy)carbonyl]-, ethyl ester
- Synonyms
- Boc-Phe(NH2)-Oet;N-Boc-4-amino-L-phenylalanine ethyl ester;(S)-ethyl 3-(4-aMinophenyl)-2-(tert-butoxycarbonylaMino)propanoate;ethyl (S)-3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate;L-Phenylalanine, 4-aMino-N-[(1,1-diMethylethoxy)carbonyl]-, ethyl ester;(S)-3-(4-aminophenyl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester;ethyl (2S)-3-(4-aminophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
- CBNumber
- CB52554179
- Molecular Formula
- C16H24N2O4
- Formula Weight
- 308.37
- MOL File
- 67630-01-7.mol
L-Phenylalanine, 4-aMino-N-[(1,1-diMethylethoxy)carbonyl]-, ethyl ester Property
- Boiling point:
- 471.1±40.0 °C(Predicted)
- Density
- 1.130±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 11.18±0.46(Predicted)
- Appearance
- Off-white to light brown 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
- CS-M0208
- Product name
- (S)-ethyl3-(4-aminophenyl)-2-(tert-butoxycarbonylamino)propanoate
- Packaging
- 1g
- Price
- $62
- Updated
- 2021/12/16
- Product number
- 0412AC
- Product name
- (S)-Ethyl3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate
- Packaging
- 100mg
- Price
- $165
- Updated
- 2021/12/16
- Product number
- CS-M0208
- Product name
- (S)-ethyl3-(4-aminophenyl)-2-(tert-butoxycarbonylamino)propanoate
- Packaging
- 5g
- Price
- $168
- Updated
- 2021/12/16
- Product number
- AS89839
- Product name
- N-Boc-4-amino-L-phenylalanine ethyl ester
- Purity
- 95% ee
- Packaging
- 1g
- Price
- $247
- Updated
- 2021/12/16
- Product number
- AAA0011127
- Product name
- (S)-ETHYL-3-(4-AMINOPHENYL)-2-((TERT-BUTOXYCARBONYL)AMINO)PROPANOATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $495.08
- Updated
- 2021/12/16
L-Phenylalanine, 4-aMino-N-[(1,1-diMethylethoxy)carbonyl]-, ethyl ester Chemical Properties,Usage,Production
Synthesis
67630-00-6
67630-01-7
The general procedure for the synthesis of ethyl (S)-3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propionate from ethyl (S)-2-((tert-butoxycarbonyl)amino)propionate was as follows: first, ethyl N-BOC-4-nitro-L-phenylalaninate (78.3 g, 0.22 mol) was dissolved in anhydrous ethanol ( 300 mL) and the solution was purged with nitrogen to remove oxygen. Subsequently, 10% palladium carbon catalyst (1.0 g) was added. The hydrogenation reaction was carried out under hydrogen pressure of 40-50 psi for 1 hour. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth to remove the catalyst. The filter cake was washed sequentially with ethanol (EtOH) and ethyl acetate (EtOAc). The filtrates were combined and concentrated to obtain the crude product. Finally, the residue was purified by silica gel fast column chromatography with an eluent ratio of 4:1 to 1:1 ethyl acetate/hexane to afford the target product ethyl (S)-3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate (60 g, 89% yield). The product was characterized by 1H NMR (400 MHz, CDCl3) with δ values of 6.90 (d, 2H), 6.63 (d, 2H), 4.20-4.50 (m, 1H), 4.14 (q, 2H), 3.76-3.00 (m, 2H), 1.36 (s, 9H), and 1.20 (t, 3H), respectively.
References
[1] Journal of Medicinal Chemistry, 1997, vol. 40, # 11, p. 1726 - 1730
[2] Patent: WO2006/115918, 2006, A2. Location in patent: Page/Page column 18
[3] Chemical and Pharmaceutical Bulletin, 1982, vol. 30, # 12, p. 4435 - 4443
[4] Patent: WO2005/87760, 2005, A1. Location in patent: Page/Page column 18-19
[5] Patent: US6265418, 2001, B1
L-Phenylalanine, 4-aMino-N-[(1,1-diMethylethoxy)carbonyl]-, ethyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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