(2S,4S,5S)-4-benzyl 3,3-dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)dihydrofuran-3,3,4(2H)-tricarboxylate

Base Information

• Chemical Name: (2S,4S,5S)-4-benzyl 3,3-dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)dihydrofuran-3,3,4(2H)-tricarboxylate
• CAS No.: 1190933-75-5
• Molecular Formula: C₃₁H₃₀O₁₁
• Molecular Weight: 578.573

Synonyms:(2S,4S,5S)-4-benzyl 3,3-dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)dihydrofuran-3,3,4(2H)-tricarboxylate

Chemical Property of (2S,4S,5S)-4-benzyl 3,3-dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)dihydrofuran-3,3,4(2H)-tricarboxylate

Chemical Property:

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Technology Process of (2S,4S,5S)-4-benzyl 3,3-dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)dihydrofuran-3,3,4(2H)-tricarboxylate

There total 2 articles about (2S,4S,5S)-4-benzyl 3,3-dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)dihydrofuran-3,3,4(2H)-tricarboxylate 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: 48.0%

(2R,4S,5R)-4-benzyl 3,3-dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)dihydrofuran-3,3,4(2H)-tricarboxylate (1190933-69-7) → piperonal (120-57-0,30024-74-9) + (2S,4S,5S)-4-benzyl 3,3-dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)dihydrofuran-3,3,4(2H)-tricarboxylate (1190933-75-5)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; for 0.0333333h; Inert atmosphere;

DOI:10.1039/b911765b

Reference yield:

piperonal (120-57-0,30024-74-9) + 2-benzyl 1,1-dimethyl 3-(3,4-dimethoxyphenyl)cyclopropane-1,1,2-tricarboxylate → (2S,4S,5S)-4-benzyl 3,3-dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)dihydrofuran-3,3,4(2H)-tricarboxylate (1190933-75-5)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 20 ℃; optical yield given as %ee; Inert atmosphere;

DOI:10.1039/b911765b

Reference yield:

(2S,4S,5S)-4-benzyl 3,3-dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)dihydrofuran-3,3,4(2H)-tricarboxylate (1190933-75-5) → (2S,3S,5S)-5-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxyphenyl)-4,4-bis(methoxycarbonyl)tetrahydrofuran-3-carboxylic acid (1190933-77-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In dichloromethane; ethyl acetate; for 18h;

DOI:10.1039/b911765b

upstream raw materials:

(2R,4S,5R)-4-benzyl 3,3-dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)dihydrofuran-3,3,4(2H)-tricarboxylate

piperonal

Downstream raw materials:

(2S,3S,5S)-5-(benzo[d][1,3]dioxol-5-yl)-2-(3,4-dimethoxyphenyl)-4,4-bis(methoxycarbonyl)tetrahydrofuran-3-carboxylic acid

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