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
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
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.
N-Bromosuccinimide Price
- Product number
- 691550
- Product name
- N-Boc-tyramine
- Purity
- 97%
- Packaging
- 5g
- Price
- $211
- Updated
- 2025/07/31
- Product number
- 691550
- Product name
- N-Boc-tyramine
- Purity
- 97%
- Packaging
- 25g
- Price
- $419
- Updated
- 2025/07/31
- Product number
- B3512
- Product name
- N-(tert-Butoxycarbonyl)tyramine
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $95
- Updated
- 2025/07/31
- Product number
- B690580
- Product name
- N-tert-ButoxycarbonylTyramine
- Packaging
- 25g
- Price
- $310
- Updated
- 2021/12/16
- Product number
- 263372
- Product name
- N-tert-Butoxycarbonyl tyramine
- Packaging
- 100mg
- Price
- $406
- Updated
- 2021/12/16
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
- 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