174282-86-1

Basic information

• Product Name: Butanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S,3S)-
• Synonyms: Butanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S,3S)-;3-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-hydroxy-(2S,3S)-butanoic acid;3-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-hydroxy-[S-(R*,R*)]-butanoic acid;(2S,3S)-3-(tert-butoxycarbonylamino)-2-hydroxybutanoic acid
• CAS NO: 174282-86-1
• Molecular Formula: C9H17NO5
• Molecular Weight: 219.23498
• Product Categories: N-BOC
• Mol File: 174282-86-1.mol

Chemical Properties

• Melting Point: 99-101℃
• Appearance: /
• CAS DataBase Reference: Butanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S,3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S,3S)-(174282-86-1)
• EPA Substance Registry System: Butanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-, (2S,3S)-(174282-86-1)

Safety Data

• Hazardous Substances Data: 174282-86-1(Hazardous Substances Data)

Upstream product

• 174282-87-2 methyl (2S,3S)-3-tert-butoxycarbonylamino-2-hydroxybutanoate 
• 165683-82-9 (2S,3S)-1-(tert-butyldimethylsilyloxy)-3-(tert-butoxycarbonylamino)-2-butanol 
• 154079-54-6 (2S,3S)-3-tert-butoxycarbonylamino-1,2-butanediol 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant articles and documents

Synthesis and CD spectra of fluoro- and hydroxy-substituted β-peptides

β-Amino acids 1-3 with OH and F substituents in the α-position have been prepared (Scheme) from the natural (S)-α-amino acids alanine, valine, and leucine, and incorporated into β-hexa- and β-heptapeptides 4-12. The peptide syntheses were performed according to a conventional solution strategy (Boc/Bn protection) with fragment coupling. The new β-peptides with (series a) and without (series b) terminal protection were isolated in HPLC-pure form and characterized by NMR spectroscopy and MALDI mass spectrometry. The chemical properties as well as the patterns of the CD spectra (Figs. 3-5) depend upon constitution (OH, F, F2 substitution) and configuration (l or u) of the amino acid residues, upon the total number of OH and F substituents in the peptide chain, and upon the solvent used (H2O, MeOH, CF3CH2OH, (CF3)2CHOH). No reliable clues regarding the structures can be obtained from these CD spectra. Only a full NMR analysis will be able to answer the questions: a) with which known secondary structures (Figs. 1 and 2) of β-peptides are the OH and F derivatives compatible? b) Are new secondary structures enforced by the polar and/or H-bonding backbone substituents? Furthermore, the β-peptides described here will enable us to study changes in chemical, enzymatic, and metabolic stability, and in physiological properties caused by the heteroatoms.

An enantioselective, stereodivergent approach to anti- and syn-α-hydroxy-β-amino acids from anti-3-amino-1,2-diols. Synthesis of the ready for coupling Taxotere side chain

Both anti- and syn-α-hydroxy-β-amino acids are efficiently synthesised in protected form and high enantiomeric purity from readily available anti-N-Boc-1-tert-butyldimethylsilyl-3-amino-1,2-diols. The preparation of the anti series is straightforward, and