methyl 4-(3-methylphenyl)-5-cyano-2-hydroxy-6-phenyl-3,4-dihydro-2H-pyran-2-carboxylate

Base Information

Chemical Name:methyl 4-(3-methylphenyl)-5-cyano-2-hydroxy-6-phenyl-3,4-dihydro-2H-pyran-2-carboxylate
CAS No.:1435943-19-3
Molecular Formula:C₂₁H₁₉NO₄
Molecular Weight:349.386
Hs Code.:

Synonyms:methyl 4-(3-methylphenyl)-5-cyano-2-hydroxy-6-phenyl-3,4-dihydro-2H-pyran-2-carboxylate

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Chemical Property of methyl 4-(3-methylphenyl)-5-cyano-2-hydroxy-6-phenyl-3,4-dihydro-2H-pyran-2-carboxylate

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Technology Process of methyl 4-(3-methylphenyl)-5-cyano-2-hydroxy-6-phenyl-3,4-dihydro-2H-pyran-2-carboxylate

There total 4 articles about methyl 4-(3-methylphenyl)-5-cyano-2-hydroxy-6-phenyl-3,4-dihydro-2H-pyran-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

: 1148004-81-2
(E)-methyl 2-oxo-4-(m-tolyl)but-3-enoate

: 614-16-4
Benzoylacetonitrile

: 1435943-19-3
methyl 4-(3-methylphenyl)-5-cyano-2-hydroxy-6-phenyl-3,4-dihydro-2H-pyran-2-carboxylate

Guidance literature:: With C₃₆H₅₀N₄O₄; 4-(1,1-dimethylethyl)benzoic acid; In tert-butyl methyl ether; at -30 ℃; for 72h; Molecular sieve; Inert atmosphere;
DOI:10.1021/ol400894j

Reference yield:

: 620-23-5
m-tolyl aldehyde

: 1435943-19-3
methyl 4-(3-methylphenyl)-5-cyano-2-hydroxy-6-phenyl-3,4-dihydro-2H-pyran-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / methanol; water / 24 h / Reflux

2: boron trifluoride diethyl etherate / dichloromethane / 3 h / -78 - 0 °C / Inert atmosphere

3: silica gel / benzene / 24 h / Reflux

4: C₃₆H₅₀N₄O₄; 4-(1,1-dimethylethyl)benzoic acid / tert-butyl methyl ether / 72 h / -30 °C / Molecular sieve; Inert atmosphere

With boron trifluoride diethyl etherate; C₃₆H₅₀N₄O₄; silica gel; toluene-4-sulfonic acid; 4-(1,1-dimethylethyl)benzoic acid; In methanol; dichloromethane; tert-butyl methyl ether; water; benzene; 1: |Mukaiyama Aldol Addition / 4: |Michael Addition;
DOI:10.1021/ol400894j

Reference yield:

: 90470-72-7
1,1-dimethoxy-1-(3-methylphenyl)methane

: 1435943-19-3
methyl 4-(3-methylphenyl)-5-cyano-2-hydroxy-6-phenyl-3,4-dihydro-2H-pyran-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / dichloromethane / 3 h / -78 - 0 °C / Inert atmosphere

2: silica gel / benzene / 24 h / Reflux

3: C₃₆H₅₀N₄O₄; 4-(1,1-dimethylethyl)benzoic acid / tert-butyl methyl ether / 72 h / -30 °C / Molecular sieve; Inert atmosphere

With boron trifluoride diethyl etherate; C₃₆H₅₀N₄O₄; silica gel; 4-(1,1-dimethylethyl)benzoic acid; In dichloromethane; tert-butyl methyl ether; benzene; 3: |Michael Addition;
DOI:10.1021/ol400894j