CAS 5241-64-5: tert-Butoxycarbonyl-D-tryptophan
Description:Tert-Butoxycarbonyl-D-tryptophan, commonly referred to as Boc-D-Trp, is a derivative of the amino acid tryptophan, characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group on the amino group. This compound is typically used in peptide synthesis as a protective group, allowing for the selective modification of other functional groups without interference. The Boc group is stable under basic conditions but can be easily removed under acidic conditions, making it a valuable tool in organic synthesis. Tert-Butoxycarbonyl-D-tryptophan retains the indole side chain characteristic of tryptophan, contributing to its role in the formation of peptides and proteins. It is a white to off-white solid, soluble in organic solvents, and has a relatively high molecular weight due to the Boc group. The compound is utilized in various biochemical applications, including drug development and the synthesis of biologically active peptides, due to its ability to enhance the stability and solubility of the resulting compounds.
Formula:C16H20N2O4
InChI:InChI=1S/C16H20N2O4/c1-16(2,3)22-15(21)18-13(14(19)20)8-10-9-17-12-7-5-4-6-11(10)12/h4-7,9,13,17H,8H2,1-3H3,(H,18,21)(H,19,20)/t13-/m1/s1
InChI key:InChIKey=NFVNYBJCJGKVQK-CYBMUJFWSA-N
SMILES:O=C(OC(C)(C)C)NC(C(=O)O)CC1=CNC=2C=CC=CC21
- Synonyms:
- (2R)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoate
- (2R)-3-(1H-Indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
- (R)-2-(((tert-Butoxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoic acid
- (R)-2-[(tert-Butoxycarbonyl)amino]-3-(1H-indol-3-yl)propionic acid
- <span class="text-smallcaps">D</span>-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-
- Boc-<span class="text-smallcaps">D</span>-Tryptophan
- Boc-D-Trp-OH
- Boc-D-tryptophan
- N-BOC-<span class="text-smallcaps">D</span>-tryptophan
- N-[(1,1-Dimethylethoxy)carbonyl]-<span class="text-smallcaps">D</span>-tryptophan
- See more synonyms
- N-tert-Butoxycarbonyl-<span class="text-smallcaps">D</span>-tryptophan
- N-tert-Butyloxycarbonyl-<span class="text-smallcaps">D</span>-tryptophan
- Tryptophan, N-carboxy-, N-tert-butyl ester, <span class="text-smallcaps">D</span>-
- tert-Butoxycarbonyl-<span class="text-smallcaps">D</span>-tryptophan
- D-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-
- Tryptophan, N-carboxy-, N-tert-butyl ester, D-
- N-tert-Butyloxycarbonyl-D-tryptophan
- N-tert-Butoxycarbonyl-D-tryptophan
- N-[(1,1-Dimethylethoxy)carbonyl]-D-tryptophan