(S,E)-methyl 4-(4-benzyl-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)but-2-enoate

Base Information

Chemical Name:(S,E)-methyl 4-(4-benzyl-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)but-2-enoate
CAS No.:1072451-91-2
Molecular Formula:C₁₈H₂₂O₅
Molecular Weight:318.37
Hs Code.:

Synonyms:(S,E)-methyl 4-(4-benzyl-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)but-2-enoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S,E)-methyl 4-(4-benzyl-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)but-2-enoate

Chemical Property:

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Technology Process of (S,E)-methyl 4-(4-benzyl-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)but-2-enoate

There total 6 articles about (S,E)-methyl 4-(4-benzyl-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)but-2-enoate 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:

: 1072451-03-6
(R)-4-allyl-4-benzyl-2,2-dimethyl-1,3-dioxan-5-one

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 1072451-91-2
(S,E)-methyl 4-(4-benzyl-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)but-2-enoate

Guidance literature:: With (1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)(PCy₃)Cl₂Ru=CHPh; In dichloromethane; at 25 - 37 ℃; optical yield given as %ee;
DOI:10.1002/anie.200801424

Reference yield:

: 1072451-03-6
(R)-4-allyl-4-benzyl-2,2-dimethyl-1,3-dioxan-5-one

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 1072451-91-2
(S,E)-methyl 4-(4-benzyl-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)but-2-enoate

: (E)-methyl 4-(4-benzyl-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)but-2-enoate

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 37 ℃; for 40h; optical yield given as %ee;
DOI:10.1002/chem.201003383

Reference yield:

: 1072451-65-0
4-ethyl-2,2-dimethyl-1,3-dioxan-5-one

: 1072451-91-2
(S,E)-methyl 4-(4-benzyl-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)but-2-enoate

: (E)-methyl 4-(4-benzyl-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)but-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1,1,1,3,3,3-hexamethyl-disilazane; sodium iodide / acetonitrile / 16 h / 25 °C / Inert atmosphere

2: bis(3,5,3′,5′-dimethoxydibenzylideneacetone)palladium(0); tetrabutylammonium triphenyldifluorosilicate; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol / toluene / 25 °C / Inert atmosphere

3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 40 h / 37 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; bis(3,5,3′,5′-dimethoxydibenzylideneacetone)palladium(0); tetrabutylammonium triphenyldifluorosilicate; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; 1,1,1,3,3,3-hexamethyl-disilazane; sodium iodide; In dichloromethane; toluene; acetonitrile; 2: asymmetric Tsuji allylation;
DOI:10.1002/chem.201003383