ChemicalBook > CAS DataBase List > N-Boc-tyramine

N-Boc-tyramine

Product Name: N-Boc-tyramine
CAS No.: 64318-28-1
Chemical Name: N-Boc-tyramine
Synonyms: BOC-TYRAMINE;Zinc02563753;N-Boc-tyramine;N-Boc-tyramine;N-Boc-4-hydroxyphenethylamine;N-(tert-Butoxycarbonyl)tyramine;N-Boc-2-(4-hydroxyphenyl)ethylamine;N-(tert-Butoxycarbonyl)tyramine >tert-Butyl 4-hydroxyphenethylcarbaMate;4-[2-(N-tert-ButoxycarbonylaMino)ethyl]phenol
CBNumber: CB5697616
Molecular Formula: C13H19NO3
Formula Weight: 237.29
MOL File: 64318-28-1.mol

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N-Boc-tyramine Property

Melting point:: 71-75 °C
Boiling point:: 395.7±25.0 °C(Predicted)
Density: 1.100±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 10.01±0.15(Predicted)
color: Off-White to Pale Beige
InChI: InChI=1S/C13H19NO3/c1-13(2,3)17-12(16)14-9-8-10-4-6-11(15)7-5-10/h4-7,15H,8-9H2,1-3H3,(H,14,16)
InChIKey: ILNOTKMMDBWGOK-UHFFFAOYSA-N
SMILES: C(OC(C)(C)C)(=O)NCCC1=CC=C(O)C=C1

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26
WGK Germany: 3
HS Code: 2924.29.7790

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 691550
Product name: N-Boc-tyramine
Purity: 97%
Packaging: 5g
Price: $211
Updated: 2025/07/31

Sigma-Aldrich

Product number: 691550
Product name: N-Boc-tyramine
Purity: 97%
Packaging: 25g
Price: $419
Updated: 2025/07/31

TCI Chemical

Product number: B3512
Product name: N-(tert-Butoxycarbonyl)tyramine
Purity: >97.0%(GC)
Packaging: 5g
Price: $95
Updated: 2025/07/31

TRC

Product number: B690580
Product name: N-tert-ButoxycarbonylTyramine
Packaging: 25g
Price: $310
Updated: 2021/12/16

Usbiological

Product number: 263372
Product name: N-tert-Butoxycarbonyl tyramine
Packaging: 100mg
Price: $406
Updated: 2021/12/16

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N-Boc-tyramine Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

Intermediate in the preparation of Thyroxin derivatives.

Synthesis

24424-99-5

60-19-5

64318-28-1

a) Synthesis of N-(tert-butoxycarbonyl)-2-(4-hydroxyphenyl)ethylamine Tyramine hydrochloride (1.0 g, 5.76 mmol, 1 equiv.) was dissolved in a solvent mixture of dioxane and distilled water (25 mL/12 mL), followed by the addition of 10 mL of aqueous solution of NaOH (0.46 g, 11.5 mmol). After stirring for 10 min, di-tert-butyl dicarbonate (Boc2O) (1.26 g, 5.76 mmol, 1 equiv) was added. The reaction mixture was stirred overnight under argon protection and at room temperature. Upon completion of the reaction, dioxane was removed by evaporation and 40 mL of ethyl acetate (EtOAc) was added to the residual aqueous phase and the pH was adjusted to 7-8 with 1 M HCl solution.The organic and aqueous phases were separated, and the aqueous phase was extracted with EtOAc (2 x 15 mL). The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated. The crude product was purified by column chromatography (Al2O3, CH2Cl2/Hex, 85:15) to afford N-(tert-butoxycarbonyl)-2-(4-hydroxyphenyl)ethylamine (0.98 g, 73% yield). Melting point: 61-62°C. IR (KBr, cm-1): 3378.9 (-OH); 1686.6 (C=O). UV-Vis (CH2Cl2, λmax/nm): 277 (ε=1803). 1H-NMR (400 MHz, CDCl3): δ 1.441 (s, 9H, t-Bu); 2.703 (t, J=7.9 Hz, 2H, CH2CH2N); 3.329 (m, 2H, CH2CH2N); 4.602 (br s, 1H, NH or OH); 6.023 (br s, 1H, NH or OH); 6.774 (d, J=8.3 Hz, 2H, ArH); 7.013 (d, J=8.3 Hz, 2H, ArH). 13C-NMR (100 MHz, CDCl3): δ 28.84 (CMe3); 35.64 (CH2CH2N); 42.49 (CH2CH2N); 80.15 (CMe3); 115.97 (Cm); 130.18 (Ci); 130.50 (Cp); 155.38 (Cipso); 156.84 (C=O). Elemental analysis (C13H19NO3, calculated values): C, 65.80%; H, 8.07%; N, 5.90%; measured values: C, 65.77%; H, 8.09%; N, 5.90%. IE MS: m/z 181 [M-(Me)3CO-H+Na]+; 107 [M-(Me)3COC(O)NHCH2]+.

References

[1] Synthesis, 2009, # 22, p. 3838 - 3842
[2] Angewandte Chemie - International Edition, 2014, vol. 53, # 23, p. 5877 - 5881
[3] Angew. Chem., 2014, vol. 126, # 23, p. 5987 - 5991,5
[4] Journal of Heterocyclic Chemistry, 2001, vol. 38, # 3, p. 633 - 639
[5] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 15, p. 5496 - 5509

N-Boc-tyramine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-Boc-tyramine manufacturers

Career Henan Chemical Co

Product: N-Boc-tyramine 64318-28-1
Price: US $1.00/g
Min. Order: 1g
Purity: 99.0%
Supply Ability: 100kg
Release date: 2020-01-07

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64318-28-1

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