(αS,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol

Base Information

• Chemical Name: (αS,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol
• CAS No.: 167640-32-6
• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.435

Synonyms:(αS,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol

Chemical Property of (αS,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol

Chemical Property:

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Technology Process of (αS,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol

There total 5 articles about (αS,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol 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: 30.0%

methylmagnesium chloride (676-58-4) + (-)-((4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methanone (167282-09-9) → (αR,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol + (αS,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol (167640-32-6)

Guidance literature:

In diethyl ether; at 0 ℃; for 3h; Yields of byproduct given;

DOI:10.1002/hlca.19940770802

Reference yield: 13.0%

methyllithium (917-54-4) + (-)-((4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methanone (167282-09-9) → (4R,5R)-4-benzoyl-5-(1-hydroxy-1-phenylethyl)-2,2-dimethyl-1,3-dioxolane + (αR,α'R,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol (167640-30-4) + (αR,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol + (αS,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol (167640-32-6)

Guidance literature:

In diethyl ether; for 12h; Ambient temperature;

DOI:10.1002/hlca.19940770802

Reference yield:

methylmagnesium bromide (75-16-1) + (-)-((4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methanone (167282-09-9) → (αR,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol + (αS,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol (167640-32-6)

Guidance literature:

In diethyl ether; at 0 ℃;

DOI:10.1016/j.tetasy.2006.07.007

upstream raw materials:

methyllithium

(-)-((4R,5R)-5-benzoyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methanone

methylmagnesium chloride

methylmagnesium bromide

Downstream raw materials:

(4R,5R)-4,5-bis((S)-1-methoxy-1-phenylethyl)-2,2-dimethyl-1,3-dioxolane

(S)-(+)-2-methoxy-2-phenylpropionic acid

α-Methoxy-α-phenyl-propionaldehyd

(2S,3R,4R,5S)-2,5-dimethoxy-2,5-diphenylhexane-3,4-diol

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