5-benzyl 3-(4'R,5'R)-(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-ylmethyl) 4-(S)-2-methyl-6-phenyl-4-phenylethynyl-1,4-dihydropyridine-3,5-dicarboxylate

Base Information

• Chemical Name: 5-benzyl 3-(4'R,5'R)-(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-ylmethyl) 4-(S)-2-methyl-6-phenyl-4-phenylethynyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS No.: 244765-78-4
• Molecular Formula: C₄₃H₄₁NO₇
• Molecular Weight: 683.801

Synonyms:5-benzyl 3-(4'R,5'R)-(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-ylmethyl) 4-(S)-2-methyl-6-phenyl-4-phenylethynyl-1,4-dihydropyridine-3,5-dicarboxylate

Chemical Property of 5-benzyl 3-(4'R,5'R)-(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-ylmethyl) 4-(S)-2-methyl-6-phenyl-4-phenylethynyl-1,4-dihydropyridine-3,5-dicarboxylate

Chemical Property:

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Technology Process of 5-benzyl 3-(4'R,5'R)-(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-ylmethyl) 4-(S)-2-methyl-6-phenyl-4-phenylethynyl-1,4-dihydropyridine-3,5-dicarboxylate

There total 1 articles about 5-benzyl 3-(4'R,5'R)-(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-ylmethyl) 4-(S)-2-methyl-6-phenyl-4-phenylethynyl-1,4-dihydropyridine-3,5-dicarboxylate 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: 25.0%

Phenylpropargyl aldehyde (2579-22-8) + benzyl 3-amino-3-phenyl-2-propenoate + (4R,5R)-(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl acetoacetate → 5-benzyl 3-(4'R,5'R)-(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-ylmethyl) 4-(R)-2-methyl-6-phenyl-4-phenylethynyl-1,4-dihydropyridine-3,5-dicarboxylate (244765-79-5) + 5-benzyl 3-(4'R,5'R)-(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-ylmethyl) 4-(S)-2-methyl-6-phenyl-4-phenylethynyl-1,4-dihydropyridine-3,5-dicarboxylate (244765-78-4)

Guidance literature:

In ethanol; at 90 ℃;

DOI:10.1021/jm980688e

Reference yield: 58.0%

5-benzyl 3-(4'R,5'R)-(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-ylmethyl) 4-(S)-2-methyl-6-phenyl-4-phenylethynyl-1,4-dihydropyridine-3,5-dicarboxylate (244765-78-4) → 5-benzyl 3-(2'R,3'R)-(4-benzyloxy-2,3-dihydroxy-1-butyl) 4-(S)-2-methyl-6-phenyl-4-phenylethynyl-1,4-dihydropyridine-3,5-dicarboxylate

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jm980688e

Reference yield:

5-benzyl 3-(4'R,5'R)-(5-benzyloxymethyl-2,2-dimethyl-1,3-dioxolan-4-ylmethyl) 4-(S)-2-methyl-6-phenyl-4-phenylethynyl-1,4-dihydropyridine-3,5-dicarboxylate (244765-78-4) → (-)-MRS 1191 (185222-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / aq. HCl / tetrahydrofuran / Ambient temperature

2: 11 percent / NaOH / 72 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; In tetrahydrofuran;

DOI:10.1021/jm980688e

upstream raw materials:

Phenylpropargyl aldehyde

Downstream raw materials:

(-)-MRS 1191

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