204587-92-8

Basic information

• Product Name: tert-Butyl-(2S,3S)-3-amino-2-hydroxybutanoate
• Synonyms: tert-Butyl-(2S,3S)-3-amino-2-hydroxybutanoate;tert-Butyl (2S,3S)-3-amino-2-hydroxybutanoate,97%
• CAS NO: 204587-92-8
• Molecular Formula: C8H17NO3
• Molecular Weight: 175.22548
• Mol File: 204587-92-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 269.8°Cat760mmHg
• Flash Point: 117°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.000939mmHg at 25°C
• CAS DataBase Reference: tert-Butyl-(2S,3S)-3-amino-2-hydroxybutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl-(2S,3S)-3-amino-2-hydroxybutanoate(204587-92-8)
• EPA Substance Registry System: tert-Butyl-(2S,3S)-3-amino-2-hydroxybutanoate(204587-92-8)

Safety Data

• Hazardous Substances Data: 204587-92-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H17NO3/c1-5(9)6(10)7(11)12-8(2,3)4/h5-6,10H,9H2,1-4H3/p+1/t5-,6-/m0/s1

Upstream product

• 203064-64-6 tert-butyl (2S,3R)-3-(((benzyloxy)carbonyl)amino)-2-hydroxybutanoate 
• 181137-51-9 tert-butyl (2S,3S,αS)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]butanoate 

Relevant articles and documents

Synthesis and biological evaluation of quinaldopeptin

The second-generation total synthesis of quinaldopeptin (1) was established via a Staudinger/aza-Wittig/diastereoselective Ugi three-component reaction sequence and a racemization-free [5 + 5] coupling and macrolactamization. A single-crystal X-ray structure of the chromophore analogue 26 confirmed the structural and stereochemical assignments of the macrocycle. Synthetic 1 successfully unwound supercoiled DNA to form a relaxed DNA in a dose-dependent manner, the binding affinity of 1 to four dsODNs was within a similar range (Kb = 1.45-2.53 × 107 M-1), and the sequence selectivity was subtle. It was suggested that 1 possesses biological behaviors similar to those of sandramycin (2) in terms of cytotoxic activity against human cancer cell lines (IC50 = 3.2-12 nM) and HIF-1 inhibitory activity.