methyl (E)-3-phenyl-4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-but-2-enoate

Base Information

Chemical Name:methyl (E)-3-phenyl-4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-but-2-enoate
CAS No.:1071472-91-7
Molecular Formula:C₂₅H₃₀O₁₁
Molecular Weight:506.507
Hs Code.:

Synonyms:methyl (E)-3-phenyl-4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-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 methyl (E)-3-phenyl-4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-but-2-enoate

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Technology Process of methyl (E)-3-phenyl-4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-but-2-enoate

There total 2 articles about methyl (E)-3-phenyl-4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-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: 74.0%

: 591-50-4
iodobenzene

: 1071472-86-0
methyl (E)-4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-but-2-enoate

: 1071472-91-7
methyl (E)-3-phenyl-4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-but-2-enoate

Guidance literature:: With tetrabutylammomium bromide; palladium diacetate; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 85 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.tetlet.2009.04.134

Reference yield:

: 53263-18-6,82659-53-8,98920-44-6,98920-46-8,98920-49-1,103773-87-1,98920-48-0
3-(1'-deoxy-2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)prop-1-ene

: 1071472-91-7
methyl (E)-3-phenyl-4-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-but-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / 45 °C / Inert atmosphere

2: tetrabutylammomium bromide; palladium diacetate; sodium hydrogencarbonate / N,N-dimethyl-formamide / 8 h / 85 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrabutylammomium bromide; palladium diacetate; sodium hydrogencarbonate; In dichloromethane; N,N-dimethyl-formamide; 2: Heck coupling;
DOI:10.1002/chem.201003402