162398-42-7

Basic information

• Product Name: (E)-benzyl 4-oxobut-2-enoate
• Synonyms: (E)-benzyl 4-oxobut-2-enoate
• CAS NO: 162398-42-7
• Molecular Weight: 190.199
• Mol File: 162398-42-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (E)-benzyl 4-oxobut-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-benzyl 4-oxobut-2-enoate(162398-42-7)
• EPA Substance Registry System: (E)-benzyl 4-oxobut-2-enoate(162398-42-7)

Safety Data

• Hazardous Substances Data: 162398-42-7(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 7396-44-3 benzyl diethylphosphonoacetate 
• 1434564-22-3 (2E)-benzyl 4,4-dimethoxybut-2-enoate 

Downstream Products

• 1434563-90-2 (2S,4E)-1-benzyl-2-[(benzyloxycarbonyl)(tert-butyldimethylsilyloxy)amino]-6-methylhex-4-enedioate 
• 1434564-48-3 (S)-benzyl 2-[(benzyloxycarbonyl)(tert-butyldimethylsilyloxy)]amino-4-oxobutanoate 
• 1434564-64-3 (3S,5R)-benzyl-5-[(methoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-2-carboxylate 
• 1434564-56-3 (2S,4E)-1-benzyl-2-[(benzyloxycarbonyl)(tert-butyldimethylsilyloxy)amino]-6-tert-butylhex-4-enedioate 
• 1434565-71-5 (3S,5R)-benzyl-5-[(tert-butoxycarbonyl)methyl]-3-benzyloxycarbonylisooxazolidine-2-carboxylate 
• 162490-36-0 (E)-3-{(2R,3S)-1-[(R)-2,2-Bis-propylsulfanyl-1-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-ethyl]-3-methoxy-4-oxo-azetidin-2-yl}-acrylic acid benzyl ester 

Relevant articles and documents

Synthesis of orthogonally protected (2S)-2-amino-adipic acid (α-AAA) and (2S,4 R)-2-amino-4-hydroxyadipic acid (Ahad)

(2S,4R)-2-Amino-4-hydroxyadipic acid (Ahad) building block 45 was synthesized in 11 steps and 6.5% overall yield from commercially available materials. Key steps in stereocontrol were an asymmetric conjugate addition employing a proline-based catalyst and a syn-selective intramolecular-conjugate addition of an oxygen nucleophile to an α,β-unsaturated ester. To enable incorporation of α-amino-adipic acid (α-AAA) and Ahad into peptides, a truly orthogonal protecting group scheme was developed, encompassing an allyloxycarbonyl (Alloc) carbamate for Nα, a tert-butyl ester for the δ-COOH, an acetol ester for the α-COOH, and a tert- butyldimethylsilyl ether for the γ-hydroxy group of Ahad.