CAS 13734-41-3: Boc-L-valine
Description:Boc-L-valine, or tert-butoxycarbonyl-L-valine, is a protected form of the amino acid valine, commonly used in peptide synthesis and organic chemistry. It features a tert-butoxycarbonyl (Boc) group, which serves as a protective group for the amino functionality, allowing for selective reactions without interfering with the amino group. The compound is typically a white to off-white crystalline solid and is soluble in organic solvents such as dichloromethane and dimethylformamide, but less soluble in water. Boc-L-valine is characterized by its chirality, as it contains a chiral center at the alpha carbon, making it an L-enantiomer. This property is crucial in biological systems and pharmaceutical applications, where the specific stereochemistry can significantly influence activity and efficacy. The compound is stable under standard laboratory conditions but can be hydrolyzed under acidic or basic conditions, releasing the free amino acid valine. Its applications extend to the synthesis of peptides, where the Boc group can be removed under mild acidic conditions, facilitating further reactions.
Formula:C10H19NO4
InChI:InChI=1S/C10H19NO4/c1-6(2)7(8(12)13)11-9(14)15-10(3,4)5/h6-7H,1-5H3,(H,11,14)(H,12,13)/t7-/m0/s1
InChI key:InChIKey=SZXBQTSZISFIAO-ZETCQYMHSA-N
SMILES:O=C(OC(C)(C)C)NC(C(=O)O)C(C)C
- Synonyms:
- (2S)-2-(tert-Butoxycarbonylamino)-3-methylbutanoic acid
- (2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutanoate
- (2S)-2-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-methylbutanoic acid
- (2S)-2-[[(tert-Butoxy)carbonyl]amino]-3-methylbutanoic acid
- (2S)-3-Methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
- (S)-2-(Boc-Amino)-3-Methylbutyric Acid
- (S)-2-(tert-Butoxycarbonylamino)-3-methylbutanoic acid
- (S)-Boc-Valine
- (S)-N-tert-Butoxycarbonylvaline
- <span class="text-smallcaps">L</span>-Valine, N-[(1,1-dimethylethoxy)carbonyl]-
- See more synonyms
- BOC-valine
- Boc-<span class="text-smallcaps">L</span>-Val
- Boc-<span class="text-smallcaps">L</span>-valine
- Boc-L-Valine
- Boc-Val-OH
- Boc-l-Val-OH
- L-Valine, N-[(1,1-dimethylethoxy)carbonyl]-
- N-(tert-butoxycarbonyl)-D-valine
- N-(tert-butoxycarbonyl)-L-valine
- N-(tert-butoxycarbonyl)valine
- N-BOC-<span class="text-smallcaps">L</span>-valine
- N-BOC-valine
- N-Boc-L-Valine
- N-[(1,1-Dimethylethoxy)carbonyl]-<span class="text-smallcaps">L</span>-valine
- N-[(1,1-Dimethylethoxy)carbonyl]-L-valine
- N-[(terc-butoxi)carbonil]-L-valina
- N-[(tert-Butoxy)carbonyl]-L-valin
- N-tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-valine
- N-tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-valine vinyl ester
- N-tert-Butoxycarbonylvaline
- N-tert-Butyloxycarbonyl-<span class="text-smallcaps">L</span>-valine
- N-tert-Butyloxycarbonyl-L-valine
- N-tert-Butyloxycarbonylvaline
- N-α-tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-valine
- N-α-tert-Butoxycarbonyl-L-valine
- Nsc 197197
- Valine, N-carboxy-, N-tert-butyl ester, <span class="text-smallcaps">L</span>-
- Valine, N-carboxy-, N-tert-butyl ester, L-
- t-Butoxycarbonyl-<span class="text-smallcaps">L</span>-valine
- t-Butoxycarbonyl-L-valine
- tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-valine
- tert-Butoxycarbonyl-L-valine
