269742-33-8

Basic information

• Product Name: 3-Butenoicacid,2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-,(2S)-(9CI)
• Synonyms: 3-Butenoicacid,2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-,(2S)-(9CI);3-Butenoic acid, 2-[[(1,1-diMethylethoxy)carbonyl]aMino]-3-Methyl-, (2S)-;(2S)-2-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-methyl-3-butenoic acid
• CAS NO: 269742-33-8
• Molecular Formula: C₁₀H₁₇NO₄
• Molecular Weight: 215.25
• Product Categories: N-BOC
• Mol File: 269742-33-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Butenoicacid,2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-,(2S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butenoicacid,2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-,(2S)-(9CI)(269742-33-8)
• EPA Substance Registry System: 3-Butenoicacid,2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-,(2S)-(9CI)(269742-33-8)

Safety Data

• Hazardous Substances Data: 269742-33-8(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 61376-23-6 L-isodehydrovaline 
• 116347-29-6 [(2S)-3,3-dimethyloxiran-2-yl]methanol 
• 108149-60-6 methyl [(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]carboxylate 
• 95715-85-8 2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester 
• 269742-32-7 (S)-2-(Benzhydryl-amino)-3-methyl-but-3-enoic acid amide 
• 269742-29-2 (S)-1-(N-diphenylmethyl)amino-1-cyano-2-methyl-2-propene 
• 473545-40-3 tert-butyl N-[(1R)-2-hydroxy-1-(hydroxymethyl)-2-methylpropyl]carbamate 
• 288159-36-4 tert-butyl (4R)-4-(1-hydroxy-1-methylethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 
• 556-82-1 3-methyl-2-buten-1-ol 
• 864181-31-7 1-methyl-1-[(4R)-2-oxo-1,3-oxazolidin-4-yl]ethyl benzoate 
• 288159-37-5 (4S)-4-(1-Methylethenyl)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine 
• 288159-38-6 ((1S)-hydroxymethyl-2-methyl-allyl)-carbamic acid tert-butyl ester 

Downstream Products

• 72-18-4 L-valine 

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.

Ti-catalyzed regio- and enantioselective synthesis of unsaturated α- amino nitriles, amides, and acids. Catalyst identification through screening of parallel libraries [7]

-