(3S,4R)-4-(3,4-Dimethoxyphenyl)-2-methoxycarbonyl-3-methyl-2-(3-oxobutyl)-γ-butyrolactone

Base Information

Chemical Name:(3S,4R)-4-(3,4-Dimethoxyphenyl)-2-methoxycarbonyl-3-methyl-2-(3-oxobutyl)-γ-butyrolactone
CAS No.:116097-30-4
Molecular Formula:C₁₉H₂₄O₇
Molecular Weight:364.395
Hs Code.:

Synonyms:(3S,4R)-4-(3,4-Dimethoxyphenyl)-2-methoxycarbonyl-3-methyl-2-(3-oxobutyl)-γ-butyrolactone

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Chemical Property of (3S,4R)-4-(3,4-Dimethoxyphenyl)-2-methoxycarbonyl-3-methyl-2-(3-oxobutyl)-γ-butyrolactone

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Technology Process of (3S,4R)-4-(3,4-Dimethoxyphenyl)-2-methoxycarbonyl-3-methyl-2-(3-oxobutyl)-γ-butyrolactone

There total 6 articles about (3S,4R)-4-(3,4-Dimethoxyphenyl)-2-methoxycarbonyl-3-methyl-2-(3-oxobutyl)-γ-butyrolactone 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: 72.0%

: 78-94-4,25038-87-3
methyl vinyl ketone

: 116097-29-1
(3S,4R)-4-(3,4-Dimethoxyphenyl)-2-methoxycarbonyl-3-methyl-γ-butyrolactone

: 116097-30-4
(3S,4R)-4-(3,4-Dimethoxyphenyl)-2-methoxycarbonyl-3-methyl-2-(3-oxobutyl)-γ-butyrolactone

Guidance literature:: With triethylamine; In methanol; at 0 ℃; for 2.5h;
DOI:10.1055/s-1987-28177

Reference yield:

: 104310-57-8
1-bromo-1-(3,4-dimethoxyphenyl)-1(E)-propene

: 116097-30-4
(3S,4R)-4-(3,4-Dimethoxyphenyl)-2-methoxycarbonyl-3-methyl-2-(3-oxobutyl)-γ-butyrolactone

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) s-BuLi / 1.) Et₂O, cyclohexane, -78 deg C, 1 h, 2.) ether, -78 deg C to room temp., 6 h

2: 76 percent / Zn-Cu / tetrahydrofuran / 0.17 h / 0 °C

3: 73 percent / Al/Hg / tetrahydrofuran; methanol; H₂O / 24 h / Ambient temperature

4: 60 percent / Raney-Ni / ethanol / 0 °C

5: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, -78 deg C to room temp., 6 h

6: 72 percent / Et₃N / methanol / 2.5 h / 0 °C

With aluminum amalgam; sec.-butyllithium; nickel; copper; triethylamine; zinc; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; water;
DOI:10.1055/s-1987-28177

Reference yield:

: 116180-73-5
(3S,4R)-4-(3,4-Dimethoxyphenyl)-3-methyl-γ-butyrolactone

: 116097-30-4
(3S,4R)-4-(3,4-Dimethoxyphenyl)-2-methoxycarbonyl-3-methyl-2-(3-oxobutyl)-γ-butyrolactone

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, -78 deg C to room temp., 6 h

2: 72 percent / Et₃N / methanol / 2.5 h / 0 °C

With triethylamine; lithium diisopropyl amide; In methanol;
DOI:10.1055/s-1987-28177