(4R,5R)-4-benzoyl-5--2,2-dimethyl-1,3-dioxolane

Base Information

• Chemical Name: (4R,5R)-4-benzoyl-5--2,2-dimethyl-1,3-dioxolane
• CAS No.: 167640-48-4
• Molecular Formula: C₂₅H₂₄O₄
• Molecular Weight: 388.463

Synonyms:(4R,5R)-4-benzoyl-5--2,2-dimethyl-1,3-dioxolane

Chemical Property of (4R,5R)-4-benzoyl-5--2,2-dimethyl-1,3-dioxolane

Chemical Property:

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Technology Process of (4R,5R)-4-benzoyl-5--2,2-dimethyl-1,3-dioxolane

There total 4 articles about (4R,5R)-4-benzoyl-5--2,2-dimethyl-1,3-dioxolane 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: 77.0%

(4R,5R)-2,2,N,N,N',N'-hexamethyl-1,3-dioxolane-4,5-dicarboxamide (63126-29-4,74752-95-7) + phenylmagnesium bromide → (4R,5R)-4-benzoyl-5--2,2-dimethyl-1,3-dioxolane (167640-48-4) + (-)-((4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methanone (167282-09-9)

Guidance literature:

In tetrahydrofuran; Ambient temperature;

DOI:10.1002/hlca.19940770802

Reference yield: 40.0%

diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate (59779-75-8) + phenylmagnesium bromide → (R,R)-TADDOL (93379-48-7) + (4R,5R)-4-benzoyl-5--2,2-dimethyl-1,3-dioxolane (167640-48-4)

Guidance literature:

In diethyl ether; for 3h;

DOI:10.1023/A:1024282114729

Reference yield: 18.0%

(-)-dimethy-2,3-O-isopropylidene-L-tartrate (37031-29-1) + phenylmagnesium bromide → (4R,5R)-4-benzoyl-5--2,2-dimethyl-1,3-dioxolane (167640-48-4) + 2,2-Dimethyl-4-methoxycarbonyl-5-diphenylmethanol-1,3-dioxolane + Tetraphenyl TADDOL

Guidance literature:

In diethyl ether;

DOI:10.1055/s-2000-6255

upstream raw materials:

(-)-dimethy-2,3-O-isopropylidene-L-tartrate

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

diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

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