(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

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(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

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Ark Pharm

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

Activate Scientific

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

AK Scientific

Product number: 5841CV
Product name: (S)-Methyl2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate
Packaging: 1g
Price: $87
Updated: 2021/12/16

AK Scientific

Product number: 5841CV
Product name: (S)-Methyl2-((tert-butoxycarbonyl)amino)-3-(3,4-dihydroxyphenyl)propanoate
Packaging: 5g
Price: $141
Updated: 2021/12/16

Activate Scientific

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

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(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

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37169-36-1, (S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoateRelated Search:

(S)-Methyl 2-((tert-butoxycarbonyl)aMino)-3-(3,4-dihydroxyphenyl)propanoate

L-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-, methyl ester

N-Boc-3-Hydroxy-L-Tyrosine methyl ester

Methyl (S)-2-(Boc-amino)-3-(3,4-dihydroxyphenyl)propanoate

Boc-3-Hydroxy-L-Tyrosine methyl ester

Boc-DOPA-OMe

37169-36-1