81777-30-2

Basic information

• Product Name: 1,1,1-Triphenyl-3-methyl-4-(methoxycarbonyl)-2-aza-1λ⁵-phosphabuta-1,3-diene
• Synonyms: 1,1,1-Triphenyl-3-methyl-4-(methoxycarbonyl)-2-aza-1λ⁵-phosphabuta-1,3-diene
• CAS NO: 81777-30-2
• Molecular Weight: 375.407
• Mol File: 81777-30-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,1,1-Triphenyl-3-methyl-4-(methoxycarbonyl)-2-aza-1λ⁵-phosphabuta-1,3-diene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-Triphenyl-3-methyl-4-(methoxycarbonyl)-2-aza-1λ⁵-phosphabuta-1,3-diene(81777-30-2)
• EPA Substance Registry System: 1,1,1-Triphenyl-3-methyl-4-(methoxycarbonyl)-2-aza-1λ⁵-phosphabuta-1,3-diene(81777-30-2)

Safety Data

• Hazardous Substances Data: 81777-30-2(Hazardous Substances Data)

Upstream product

• 623-43-8 crotonic acid methyl ester 
• 81777-19-7 (E)-3-azido-but-2-enoic acid methyl ester 
• 603-35-0 triphenylphosphine 

Downstream Products

• 244238-88-8 (E)-3-{[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-amino}-but-2-enoic acid methyl ester 
• 854027-92-2 7-(tert-butyl-diphenyl-silanyloxymethyl)-1-(4-methoxy-benzylamino)-3-methyl-4a,5,6,7-tetrahydro-pyrrolo[1,2-c]pyrimidine-4-carboxylic acid methyl ester 
• 854027-93-3 7-hydroxymethyl-1-(4-methoxy-benzylamino)-3-methyl-4a,5,6,7-tetrahydro-pyrrolo[1,2-c]pyrimidine-4-carboxylic acid methyl ester 
• 72509-76-3 ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate 
• 39562-70-4 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridine-dicarboxylic acid ethyl methyl ester 

Relevant articles and documents

Total synthesis of (+)-batzelladine A and (-)-batzelladine D via [4 + 2]-annulation of vinyl carbodiimides with N-alkyl imines

A diastereoselective [4 + 2]-annulation of vinyl carbodiimides with chiral N-alkyl imines has been developed to access the stereochemically rich polycyclic guanidine cores of the batzelladine alkaloids. Application of this strategy, together with additional key steps such as long-range directed hydrogenation and diastereoselective intramolecular iodo-amination, led to highly convergent total syntheses of (-)-batzelladine D and (+)-batzelladine A with excellent stereocontrol.

Synthesis and Reactivity of Electron-Poor 2-Azadienes. Cycloaddition Reactions with Alkenes and Enamines

Electron deficient 2-azadienes derived from β-amino acids 3 are obtained by aza-Wittig reaction of N-vinylic phosphazenes 4 with carbonyl compounds.Inverse electron demand Diels-Alder reaction of azadienes 3 with trans-cyclooctene 7 and cis,trans-cyclooctadiene 8 leads to the formation of trans-cycloalkanotetrahydropyridines 10.Heterodienes 3 also react with enamines 13, 14, and 18 affording pyridine derivatives 16, 17, and 20 in a regioselective fashion.Norbornadiene 11, a less strained olefin than cycloalkenes 7 and 8, requires the presence of lithium perchlorate as catalyst in a nonaqueous solvent like ether, to give cycloadducts 12.

Reactions of Iodine(I) Azide with αβ-Unsaturated Carbonyl Compounds

The addition of iodine(I) azide to some αβ-unsaturated esters and ketones has been examined.Addition to the esters under nitrogen gives products consistent with a radical pathway.Preliminary kinetic results indicate that addition of iodine(I) azide to αβ-unsaturated ketones in the presence of air involves a slow electrophilic attack.Reaction with methyl trans-cinnamate under these conditions does not go to completion.