(4R,5R)-2-Phenyl-[1,3]dioxolane-4,5-dicarboxylic acid bis-dimethylamide

Base Information

• Chemical Name: (4R,5R)-2-Phenyl-[1,3]dioxolane-4,5-dicarboxylic acid bis-dimethylamide
• CAS No.: 141376-11-6
• Molecular Formula: C₁₅H₂₀N₂O₄
• Molecular Weight: 292.335

Synonyms:(4R,5R)-2-Phenyl-[1,3]dioxolane-4,5-dicarboxylic acid bis-dimethylamide

Chemical Property of (4R,5R)-2-Phenyl-[1,3]dioxolane-4,5-dicarboxylic acid bis-dimethylamide

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Technology Process of (4R,5R)-2-Phenyl-[1,3]dioxolane-4,5-dicarboxylic acid bis-dimethylamide

There total 2 articles about (4R,5R)-2-Phenyl-[1,3]dioxolane-4,5-dicarboxylic acid bis-dimethylamide 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: 69.0%

N,N,N',N'-tetramethyl L-tartramide (26549-65-5) + benzaldehyde dimethyl acetal (1125-88-8) → (4R,5R)-2-Phenyl-[1,3]dioxolane-4,5-dicarboxylic acid bis-dimethylamide (141376-11-6)

Guidance literature:

With toluene-4-sulfonic acid;

DOI:10.1021/jo00039a012

Reference yield:

(4R,5R)-2-Phenyl-1,3-dioxolan-4,5-dicarbonsaeure-diethylester (35572-31-7) + dimethyl amine (124-40-3) → (4R,5R)-2-Phenyl-[1,3]dioxolane-4,5-dicarboxylic acid bis-dimethylamide (141376-11-6)

Guidance literature:

DOI:10.1021/jo00075a008

Reference yield: 95.0%

phenylmagnesium bromide + (4R,5R)-2-Phenyl-[1,3]dioxolane-4,5-dicarboxylic acid bis-dimethylamide (141376-11-6) → (-)-(2S,4R,5R)-5-benzoyl-2-phenyl-[1,3]dioxolane-4-carboxylic acid dimethylamide (1070872-57-9)

Guidance literature:

In tetrahydrofuran; at -10 ℃; for 2h;

DOI:10.1021/jo8013403

upstream raw materials:

N,N,N',N'-tetramethyl L-tartramide

benzaldehyde dimethyl acetal

(4R,5R)-2-Phenyl-1,3-dioxolan-4,5-dicarbonsaeure-diethylester

dimethyl amine

Downstream raw materials:

(4S,5S)-2-phenyl-4,5-bis((N,N-dimethylamino)methyl)-1,3-dioxolane

(+)-(2S,4R,5R)-2-phenyl-5-propionyl-[1,3]dioxolane-4-carboxylic acid dimethylamide

(-)-(2S,4R,5R)-5-benzoyl-2-phenyl-[1,3]dioxolane-4-carboxylic acid dimethylamide

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