174420-02-1

Basic information

• Product Name: 1-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethanone
• Synonyms: 1-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethanone
• CAS NO: 174420-02-1
• Molecular Weight: 250.295
• Mol File: 174420-02-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethanone(174420-02-1)
• EPA Substance Registry System: 1-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethanone(174420-02-1)

Safety Data

• Hazardous Substances Data: 174420-02-1(Hazardous Substances Data)

Upstream product

• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 174420-00-9 Acetic acid (1R,2R)-1-((S)-1-acetoxy-ethyl)-3-hydroxy-2-methyl-propyl ester 
• 174419-99-9 Acetic acid (1R,2S)-1-((S)-1-acetoxy-ethyl)-2-methyl-3-oxo-propyl ester 
• 174419-98-8 Acetic acid (1R,2R)-1-((S)-1-acetoxy-ethyl)-2-methyl-but-3-enyl ester 
• 174513-81-6 (2R,3R,4S)-2-Methyl-pentane-1,3,4-triol 
• 174420-01-0 (S)-1-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethanol 

Downstream Products

• 188938-26-3 (4R,5R)-4-Isopropenyl-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane 
• 174420-05-4 Toluene-4-sulfonic acid (S)-2-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl ester 
• 188938-27-4 (4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-((S)-1-methyl-but-3-ynyl)-[1,3]dioxane 
• 174420-04-3 (S)-2-[(4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol 
• 174657-20-6 (2Z,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-7-(Diethyl-isopropyl-silanyloxy)-15-hydroxy-2,14-dimethoxy-17-[(4-methoxy-phenyl)-diphenyl-methoxy]-4,6,8,10,16-pentamethyl-heptadeca-2,4,10,12-tetraenoic acid 
• 188938-34-3 (2Z,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-7-(Diethyl-isopropyl-silanyloxy)-15-hydroxy-2,14-dimethoxy-17-[(4-methoxy-phenyl)-diphenyl-methoxy]-4,6,8,10,16-pentamethyl-heptadeca-2,4,10,12-tetraenoic acid methyl ester 
• 174657-21-7 (3Z,5E,11E,13E)-(7R,8S,9S,15S,16R)-8-(Diethyl-isopropyl-silanyloxy)-3,15-dimethoxy-16-{(S)-2-[(4-methoxy-phenyl)-diphenyl-methoxy]-1-methyl-ethyl}-5,7,9,11-tetramethyl-oxacyclohexadeca-3,5,11,13-tetraen-2-one 
• 88899-55-2 bafilomycin A₁ 

Relevant articles and documents

Total synthesis of bafilomycin A1

The highly stereoselective total synthesis of the macrolide antibiotic, bafilomycin A1 (1), the first specific potent inhibitor of vacuolar H+-ATPase, has been achieved by a convergent route involving the synthesis and coupling of its 16-membered tetraenic lactone and β-hydroxyl hemiacetal side-chain subunits. The C1-C17 16-membered lactone aldehyde 2 was synthesized through the coupling of the C5-C11 vinyl iodide 4 and the C12-C17 vinylstannane 5, followed by construction of the C1-C4 diene and macrolactonization. The aldol coupling of 2 and the C18-C25 ethyl ketone 3 followed by desilylation provided 1, which was identical with natural bafilomycin A1. The key synthetic segments 3-5 were effectively synthesized from the readily available chiral materials, D-glucose, ethyl (S)-lactate, and methyl (S)-3-hydroxy-2-methylpropionate, respectively.