(-)-(4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide

Base Information

• Chemical Name: (-)-(4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide
• CAS No.: 370103-82-5
• Molecular Formula: C₁₅H₁₉NO₅
• Molecular Weight: 293.32

Synonyms:(-)-(4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide

Chemical Property of (-)-(4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide

Chemical Property:

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Technology Process of (-)-(4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide

There total 2 articles about (-)-(4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide 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: 80.0%

phenylmagnesium bromide + (4R,5R)-N,N'-dimethoxy-N,N',2,2-tetramethyl-1,3-dioxolane-4,5-dicarboxamide (177283-77-1) → (-)-(4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide (370103-82-5)

Guidance literature:

In tetrahydrofuran; at -10 ℃; for 3h;

DOI:10.1021/jo8013403

Reference yield: 78.0%

phenylmagnesium chloride (100-59-4) + (4R,5R)-N,N'-dimethoxy-N,N',2,2-tetramethyl-1,3-dioxolane-4,5-dicarboxamide (177283-77-1) → (-)-(4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide (370103-82-5)

Guidance literature:

In tetrahydrofuran; at -5 ℃; for 0.75h;

DOI:10.1016/S0040-4039(01)01085-1

Reference yield: 90.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + (-)-(4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide (370103-82-5) → (-)-(4R,5R)-2,2-dimethyl-5-((R)-2,2,2-trifluoro-1-phenyl-1-trimethylsilanyloxy-ethyl)-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide (1070872-60-4) + (4R,5R)-2,2-dimethyl-5-((S)-2,2,2-trifluoro-1-phenyl-1-trimethylsilanyloxy-ethyl)-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h;

DOI:10.1021/jo8013403

upstream raw materials:

phenylmagnesium chloride

(4R,5R)-N,N'-dimethoxy-N,N',2,2-tetramethyl-1,3-dioxolane-4,5-dicarboxamide

Downstream raw materials:

(5S,1'S)-5-(1'-hydroxy-2'-phenylethyl)dihydrofuran-2(3H)-one

3-((4S,5S)-5-Benzyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester

(E)-3-[(4S,5S)-5-(Hydroxy-phenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acrylic acid methyl ester

(-)-(4R,5R)-2,2-dimethyl-5-((R)-2,2,2-trifluoro-1-phenyl-1-trimethylsilanyloxy-ethyl)-[1,3]dioxolane-4-carboxylic acid methoxy-methyl-amide

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