CAS 18942-49-9: N-tert-Butoxycarbonyl-D-phenylalanine
Description:N-tert-Butoxycarbonyl-D-phenylalanine, commonly referred to as Boc-D-phenylalanine, is an amino acid derivative characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group attached to the amino group of D-phenylalanine. This compound is typically used in peptide synthesis as a protective group that facilitates the selective modification of amino acids without interfering with other functional groups. It is a white to off-white solid that is soluble in organic solvents such as dichloromethane and dimethylformamide, but generally insoluble in water. The Boc group is known for its stability under basic conditions and can be easily removed under acidic conditions, making it a valuable tool in organic synthesis. The presence of the phenyl group contributes to the compound's hydrophobic characteristics, influencing its interactions in biological systems. As a chiral molecule, it exists in two enantiomeric forms, with the D-form being utilized in various biochemical applications. Overall, Boc-D-phenylalanine is significant in the field of medicinal chemistry and peptide research.
Formula:C14H19NO4
InChI:InChI=1S/C14H19NO4/c1-14(2,3)19-13(18)15-11(12(16)17)9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,15,18)(H,16,17)/t11-/m1/s1
InChI key:InChIKey=ZYJPUMXJBDHSIF-LLVKDONJSA-N
SMILES:O=C(OC(C)(C)C)NC(C(=O)O)CC=1C=CC=CC1
- Synonyms:
- (2R)-2-(tert-Butoxycarbonylamino)-3-phenylpropanoic acid
- (2R)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoic acid
- (2R)-2-[(tert-Butoxycarbonyl)amino]-3-phenylpropionic acid
- (2R)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoate
- (2R)-2-[[(tert-Butoxy)carbonyl]amino]-3-phenylpropanoic acid
- (R)-2-((tert-Butoxycarbonyl)amino)-3-phenylpropionic acid
- (R)-2-(tert-Butoxycarbonylamino)-3-phenylpropanoic acid
- (R)-N-(tert-Butoxycarbonyl)phenylalanine
- <span class="text-smallcaps">D</span>-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-
- Alanine, N-carboxy-3-phenyl-, N-tert-butyl ester, <span class="text-smallcaps">D</span>-
- See more synonyms
- BOC-<span class="text-smallcaps">D</span>-phenylalanine
- Boc-D-Phe-OH
- N-(tert-Butoxycarbonyl)-D-phenylalanine
- N-BOC-<span class="text-smallcaps">D</span>-phenylalanine
- N-Boc-D-phenylalanine
- N-[(1,1-Dimethylethoxy)carbonyl]-<span class="text-smallcaps">D</span>-phenylalanine
- N-tert-Butoxycarbonyl-<span class="text-smallcaps">D</span>-phenylalanine
- N-tert-Butyloxycarbonyl-<span class="text-smallcaps">D</span>-phenylalanine
- tert-Butoxycarbonyl-<span class="text-smallcaps">D</span>-phenylalanine
- tert-Butyloxycarbonyl-<span class="text-smallcaps">D</span>-phenylalanine
- tert-Butoxycarbonyl-D-phenylalanine
- Alanine, N-carboxy-3-phenyl-, N-tert-butyl ester, D-
- D-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-
- N-[(1,1-Dimethylethoxy)carbonyl]-D-phenylalanine
