N-METHYL-L-PHENYLALANINE HYDROCHLORIDE synthesis
- Product Name:N-METHYL-L-PHENYLALANINE HYDROCHLORIDE
- CAS Number:66866-67-9
- Molecular formula:C10H13N1O2
- Molecular Weight:215.68
67-56-1
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Yield:66866-67-9 100%
Reaction Conditions:
with thionyl chloride at 0 - 20; for 3 h;
Steps:
5.4 HCl·(N-Me)Phe-OMe (1a)
A solution of Boc-(N-Me)-Phe-OH (1 eq.) was dissolved in MeOH, then SOCl2 (2.2 eq.) was added dropwise at 0°C. The reaction mixture was stirred at r.t. for 3h, then it was concentrated and treated several times with Et2O. Finally it was evaporated under vacuum until to obtain the final product (quantitative). Rf=0.63 (CH2Cl2/MeOH 9:1). 1HNMR (DMSO-d6) δ: 2.95-3.02 (2H, m, β-CH2), 3.30 (3H, s, N-CH3), 3.75 (3H, s, COOCH3), 4.82 (1H, m, α-CH), 7.05-7.41 (5H, m, Ar), 9.36 (3H, s, NH3+). ESI-HRMS calcd for C12H17ClO2m/z: 229.0995 [M+H]+; found 229.0992.
References:
Mollica, Adriano;Costante, Roberto;Stefanucci, Azzurra;Pinnen, Francesco;Luisi, Grazia;Pieretti, Stefano;Borsodi, Anna;Bojnik, Engin;Benyhe, Sándor [European Journal of Medicinal Chemistry,2013,vol. 68,p. 167 - 177]
![L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-, ethyl ester](/CAS/20210305/GIF/159090-55-8.gif)
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3081-24-1
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