91028-39-6

Basic information

• Product Name: 3-Butenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-
• CAS NO: 91028-39-6
• Molecular Formula: C9H15NO4
• Molecular Weight: 201.222
• Mol File: 91028-39-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 342.7±35.0 °C(Predicted)
• Density: 1.120±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 3-Butenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-(91028-39-6)
• EPA Substance Registry System: 3-Butenoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-(91028-39-6)

Safety Data

• Hazardous Substances Data: 91028-39-6(Hazardous Substances Data)

Upstream product

• 91103-37-6 tert-butyl [(1S)-1-(hydroxymethyl)prop-2-en-1-yl]carbamate 
• 133625-87-3 tert-butyl (4S)-2,2-dimethyl-4-vinyl-1,3-oxazolidine-3-carboxylate 
• 194422-04-3 (3S,4S)-N-benzyl-N-(tert-butoxycarbonyl)-4,5-O-isopropylidene-4,5-dihydroxypent-1-en-3-amine 
• 137146-83-9 (2S,3S)-3-(tert-butoxycarbonyl)pent-4-en-1,2-diol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 752211-50-0 N-(tert-butoxycarbonyl)-(4S)-vinyl-2-oxazolidinone 
• 451502-80-0 ethyl (2Z)-4-[(p-methoxyanilino)carbonyloxy]-2-butenyl carbonate 
• 142673-25-4 (4S)-4-ethenyl-1,3-oxazolidin-2-one 
• 115148-32-8 (S)-3-(4-methoxyphenyl)-4-vinyloxazolidin-2-one 
• 160427-56-5 (3S,4S)-N-(tert-butoxycarbonyl)-4,5-O-isopropylidene-4,5-dihydroxypent-1-en-3-amine 
• 70982-53-5 (S)-2-amino-3-butenoic acid 
• 75266-38-5 (S)-2-aminobut-3-enoic acid hydrochloride 

Downstream Products

• 852693-74-4 methyl (S)-2-(tert-bytoxycarbonylamino)but-3-enoate 
• 1214623-98-9 L-2-<<(tert-Butyloxy)carbonyl>amino>butanoyl-d-α-phenylethylamide 
• 159303-54-5 (3S,6S,9S)-methyl 2-oxo-3--1-azabicyclo<4.3.0>nonane-9-carboxylate 
• 166301-19-5 (4S)-vinylglycine trifluoroacetate 
• 34306-42-8 Boc-Abu 

Relevant articles and documents

Radical-Mediated Acyl Thiol-Ene Reaction for Rapid Synthesis of Biomolecular Thioester Derivatives

The thiol-ene ‘click’ reaction has emerged as a versatile process for carbon–sulfur bond formation with widespread applications in chemical biology, medicinal chemistry and materials science. Thioesters are key intermediates in a wide range of synthetic and biological processes and efficient methods for their synthesis are of considerable interest. Herein, we report the first examples of acyl-thiol-ene (ATE) for the synthesis of biomolecular thioesters, including peptide, lipid and carbohydrate derivatives. A key finding is the profound effect of the amino acid side chain on the outcome of the ATE reaction. Furthermore, radical generated thioesters underwent efficient S-to-N acyl transfer and desulfurisation to furnish ‘sulfur-free’ ligation products in an overall amidation process with diverse applications for chemical ligation and bioconjugation.

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