(S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate
- Product Name
- (S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate
- CAS No.
- 37169-36-1
- Chemical Name
- (S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate
- Synonyms
- Boc-DOPA-OMe;Boc-3-Hydroxy-L-Tyrosine methyl ester;N-Boc-3-Hydroxy-L-Tyrosine methyl ester;Methyl (S)-2-(Boc-amino)-3-(3,4-dihydroxyphenyl)propanoate;L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-, methyl ester;(S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate
- CBNumber
- CB52723429
- Molecular Formula
- C15H21NO6
- Formula Weight
- 311.33
- MOL File
- 37169-36-1.mol
(S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate Property
- Melting point:
- 138 °C(Solv: methanol (67-56-1); water (7732-18-5))
- Boiling point:
- 502.7±50.0 °C(Predicted)
- Density
- 1.241±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- form
- Solid
- pka
- 9.62±0.20(Predicted)
- color
- White to off-white
N-Bromosuccinimide Price
- Product number
- AK163878
- Product name
- (S)-Methyl2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate
- Purity
- 97%
- Packaging
- 250mg
- Price
- $8
- Updated
- 2021/12/16
- Product number
- AS49032
- Product name
- (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate
- Purity
- 97% ee
- Packaging
- 5G
- Price
- $86
- Updated
- 2021/12/16
- Product number
- 5841CV
- Product name
- (S)-Methyl2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate
- Packaging
- 1g
- Price
- $87
- Updated
- 2021/12/16
- Product number
- 5841CV
- Product name
- (S)-Methyl2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate
- Packaging
- 5g
- Price
- $141
- Updated
- 2021/12/16
- Product number
- AS49032
- Product name
- (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate
- Purity
- 97% ee
- Packaging
- 25g
- Price
- $288
- Updated
- 2021/12/16
(S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate Chemical Properties,Usage,Production
Uses
(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate is a tyrosine derivative[1].
Synthesis
24424-99-5
1421-65-4
37169-36-1
The general procedure for the synthesis of (S)-(2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoic acid methyl ester from di-tert-butyl dicarbonate and (S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid methyl ester hydrochloride was carried out as follows: under ice-bath conditions, a mixture of (S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid methyl ester hydrochloride (0.9 g 3.6 mmol) solution of THF (6.5 mL), saturated aqueous NaHCO3 solution (6.5 mL) and di-tert-butyl dicarbonate (0.87 g, 4.0 mmol) were added sequentially to the reaction flask. Subsequently, additional THF (4.0 mL) was added slowly. The reaction mixture was stirred at room temperature for 1 h, after which the organic solvent was removed by rotary evaporation. The aqueous phase was extracted three times with CH2Cl2 and the combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated to dryness. The residue was ground with Et2O and allowed to stand at low temperature. Finally, the target product (S)-(2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoic acid methyl ester was obtained by vacuum filtration.
References
[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368
(S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate Preparation Products And Raw materials
Raw materials
Preparation Products
(S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate Suppliers
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