55177-35-0

Basic information

• Product Name: 2-Butenal, 4-phenyl-, (E)-
• CAS NO: 55177-35-0
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• Mol File: 55177-35-0.mol
• Article Data: 29

Chemical Properties

• CAS DataBase Reference: 2-Butenal, 4-phenyl-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butenal, 4-phenyl-, (E)-(55177-35-0)
• EPA Substance Registry System: 2-Butenal, 4-phenyl-, (E)-(55177-35-0)

Safety Data

• Hazardous Substances Data: 55177-35-0(Hazardous Substances Data)

Upstream product

• 42238-15-3 4-phenyl-2-buten-1-ol 
• 104-54-1 3-Phenylpropenol 
• 75456-62-1 (4-methoxybut-3-en-1-yl)benzene 
• 937-58-6 (3E)-4-phenyl-3-buten-1-ol 
• 42238-15-3 (2E)-4-phenylbut-2-en-1-ol 
• 54966-42-6 ethyl 3-benzylacrylate 
• 76242-05-2 ((E)-4,4-Bis-ethylsulfanyl-buta-1,3-dienyl)-benzene 
• 1151545-40-2 tris(ethoxyvinyl)borane 
• 122-78-1 phenylacetaldehyde 
• 300-57-2 allylbenzene 
• 123-73-9 crotonaldehyde 
• 123-73-9 trans-Crotonaldehyde 
• 63109-58-0 C₁₇H₁₈OS 
• 63158-17-8 methyl (E)-4-phenyl-2-butenoate 

Downstream Products

• 91-20-3 naphthalene 
• 561329-04-2 trans-4,4-dimethyl-2-(3-phenyl-1-propenyl)-1,3-oxathiane 
• 360558-75-4 (+/-)-(E)-4-hydroxy-1-phenyl-2-hexene 
• 1061335-55-4 (2R,4R)-4-benzyl-5-oxo-2,3,4,5,6,7-hexahydrocyclopenta[b]pyran-2-yl acetate 
• 120231-99-4 C₁₃H₁₄O₂ 
• 1416561-69-7 (E)-4-methylbenzaldehyde O-(4-phenylbutanoyl) oxime 

Relevant articles and documents

Organocatalytic Asymmetric Multicomponent Cascade Reaction for the Synthesis of Contiguously Substituted Tetrahydronaphthols

Isobenzopyrylium ions are unique, highly reactive, aromatic intermediates which are largely unexplored in asymmetric catalysis despite their high potential synthetic utility. In this study, an organocatalytic asymmetric multicomponent cascade via dienamine catalysis, involving a cycloaddition, a nucleophilic addition, and a ring-opening reaction, is disclosed. The reaction furnishes chiral tetrahydronaphthols containing four contiguous stereocenters in good to high yield, high diastereoselectivity (up to >20:1), and excellent enantioselectivity (93-98% ee). The obtained products are important synthetic intermediates, and it is demonstrated that they can be used for the generation of frameworks such as octahydrobenzo[h]isoquinoline and [2.2.2]octane scaffolds. Furthermore, mechanistic experiments involving oxygen-18-labeling studies and density functional theory calculations provide a vivid picture of the reaction mechanism. Finally, the bioactivity of 16 representative tetrahydronaphthol compounds has been evaluated in U-2OS cancer cells with some compounds showing a unique profile and a clear morphological change.

Practical asymmetric synthesis of Sitagliptin phosphate monohydrate

Optically pure sitagliptin phosphate monohydrate is efficiently and practically synthesized through a chiral hemiacetal as the key intermediate in 54% overall yield starting from (E)-4-(2,4,5-trifluorophenyl)but-2-enal and N-boc-protected hydroxylamine. The chiral hemiacetal fragment is constructed by a tandem aza-Michael/hemiacetal reaction catalyzed by an organocatalyst and the influence of acidity of Br?nsted acid on tandem aza-Michael/hemiacetal reaction is researched in detail.

Concise synthesis of valuable chiral N-Boc-β-benzyl-β-amino acid via construction of chiral N-Boc-3-benzyl-5-oxoisoxazolidine through cross-metathesis/conjugate addition/oxidation

Valuable chiral N-Boc-β-benzyl-β-amino acid was concisely synthesized via construction of chiral N-Boc-3-benzyl-5-oxoisoxazolidine through cross-metathesis/conjugate addition/oxidation. All of the starting materials for the synthesis of chiral N-Boc-β-ben