CAS 2592-18-9: N-tert-Butoxycarbonyl-L-threonine
Description:N-tert-Butoxycarbonyl-L-threonine, commonly referred to as Boc-L-threonine, is an amino acid derivative characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group on the amino group of L-threonine. This compound is typically used in peptide synthesis as a protecting group, which helps to prevent unwanted reactions during the coupling of amino acids. The Boc group is stable under basic conditions but can be easily removed under acidic conditions, making it a versatile choice in synthetic chemistry. N-tert-Butoxycarbonyl-L-threonine is a white to off-white solid, soluble in organic solvents such as dichloromethane and dimethyl sulfoxide, but less soluble in water. Its molecular structure includes a hydroxyl group, which is characteristic of threonine, contributing to its reactivity and interactions in biochemical processes. The compound is utilized in various applications, including drug development and the synthesis of biologically active peptides, due to its ability to facilitate the formation of peptide bonds while maintaining the integrity of the amino acid's side chain.
Formula:C9H17NO5
InChI:InChI=1S/C9H17NO5/c1-5(11)6(7(12)13)10-8(14)15-9(2,3)4/h5-6,11H,1-4H3,(H,10,14)(H,12,13)/t5-,6+/m1/s1
InChI key:InChIKey=LLHOYOCAAURYRL-RITPCOANSA-N
SMILES:O=C(OC(C)(C)C)NC(C(=O)O)C(O)C
- Synonyms:
- (2S,3R)-2-(tert-Butoxycarbonylamino)-3-hydroxybutanoic acid
- (2S,3R)-2-[(tert-butoxycarbonyl)amino]-3-hydroxybutanoate
- (2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxybutyric acid
- <span class="text-smallcaps">L</span>-N-(tert-Butoxycarbonyl)threonine
- <span class="text-smallcaps">L</span>-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-
- Boc-<span class="text-smallcaps">L</span>-threonine
- Boc-Thr-OH
- N-(tert-Butoxycarbonyl)-L-threonine
- N-(tert-butoxycarbonyl)threonine
- N-BOC-<span class="text-smallcaps">L</span>-Threonine
- See more synonyms
- N-Boc-L-threonine
- N-[(1,1-Dimethylethoxy)carbonyl]-<span class="text-smallcaps">L</span>-threonine
- N-tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-threonine
- N-tert-Butyloxycarbonyl-<span class="text-smallcaps">L</span>-threonine
- N-α-tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-threonine
- N-α-tert-Butoxycarbonylthreonine
- NSC 334305
- Threonine, N-carboxy-, N-tert-butyl ester
- Threonine, N-carboxy-, N-tert-butyl ester, <span class="text-smallcaps">L</span>-
- L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-
- N-[(1,1-Dimethylethoxy)carbonyl]-L-threonine
- Threonine, N-carboxy-, N-tert-butyl ester, L-
