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ChemicalBook CAS DataBase List BOC-D-Phenylalanine
18942-49-9

BOC-D-Phenylalanine synthesis

6synthesis methods
-

Yield:18942-49-9 93%

Reaction Conditions:

with guanidine hydrochloride in ethanol at 35 - 40; for 6.5 h;

Steps:

2.4. General procedure for N-tert-butoxycarbonylation of aminoacids and peptides (Table 2, entries 1-12):
General procedure: Amino acid or peptide (1 mmol) was added with stirring to a solution of guanidine hydrochloride (15 mol%) and di-tert-butyl dicarbonate (2.5-3 mmol) in EtOH (1 mL), at 35-40°C. The reaction mixture was continued to stir until a clear solution was obtained. EtOH was evaporated under vacuum and the residue was successively washed with water (2 mL) and hexane or petroleum ether (2 mL) to afford almost pure N-Boc amino acids or N-Boc peptides. If necessary, the crude products could be recrystallized for further purification.

References:

Jahani, Fatemeh;Tajbakhsh, Mahmood;Golchoubian, Hamid;Khaksar, Samad [Tetrahedron Letters,2011,vol. 52,# 12,p. 1260 - 1264] Location in patent:supporting information; experimental part

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