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CAS 111771-58-5

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BOC-ALPHA-METHYL-L-PHENYLALANINE

Description:
BOC-alpha-methyl-L-phenylalanine, with the CAS number 111771-58-5, is a derivative of the amino acid phenylalanine, characterized by the presence of a tert-butyloxycarbonyl (BOC) protecting group on the amino group and a methyl group on the alpha carbon. This compound is typically used in peptide synthesis as a protected amino acid, allowing for the selective formation of peptide bonds without interference from the amino group. It is a white to off-white solid, soluble in organic solvents such as dichloromethane and dimethylformamide, but generally insoluble in water. The BOC group is easily removed under acidic conditions, facilitating the subsequent reactions in peptide synthesis. The presence of the methyl group enhances steric hindrance, which can influence the conformation and reactivity of the resulting peptides. Overall, BOC-alpha-methyl-L-phenylalanine is a valuable intermediate in the field of organic chemistry and biochemistry, particularly in the development of pharmaceuticals and biologically active compounds.
Formula:C15H21NO4
InChI:InChI=1S/C15H21NO4/c1-14(2,3)20-13(19)16-15(4,12(17)18)10-11-8-6-5-7-9-11/h5-9H,10H2,1-4H3,(H,16,19)(H,17,18)/t15-/m1/s1
InChI key:InChIKey=FAXPKABRZLISKX-OAHLLOKOSA-N
SMILES:[C@@](CC1=CC=CC=C1)(NC(OC(C)(C)C)=O)(C(O)=O)C
Synonyms:
  • (R)-2-((tert-Butoxycarbonyl)amino)-2-methyl-3-phenylpropanoic acid
  • (R)-2-[(tert-Butoxycarbonyl)amino]-2-methyl-3-phenylpropionic acid
  • <span class="text-smallcaps">D</span>-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-α-methyl-
  • Boc-(S)-2-Amino-2-Methyl-3-Phenylpropanoic Acid
  • Boc-Alpha-Benzyl-L-Ala
  • N-(tert-Butoxycarbonyl)-α-methyl-<span class="text-smallcaps">D</span>-phenylalanine
  • N-(tert-Butyloxycarbonyl)-(R)-α-methylphenylalanine
  • N-Boc-A-Methyl-L-Phenylalanine
  • N-Boc-Alpha-Methyl-L-Phenylalanine
  • N-[(1,1-Dimethylethoxy)carbonyl]-α-methyl-<span class="text-smallcaps">D</span>-phenylalanine
  • See more synonyms
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