[4R-(4α[R^*],5α)]-2,2-dimethyl-α⁴-[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]-1,3-dioxolane-4,5-dimethanol

Base Information

• Chemical Name: [4R-(4α[R^*],5α)]-2,2-dimethyl-α⁴-[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]-1,3-dioxolane-4,5-dimethanol
• CAS No.: 185699-82-5
• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.445

Synonyms:[4R-(4α[R^*],5α)]-2,2-dimethyl-α⁴-[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]-1,3-dioxolane-4,5-dimethanol

Chemical Property of [4R-(4α[R^*],5α)]-2,2-dimethyl-α⁴-[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]-1,3-dioxolane-4,5-dimethanol

Chemical Property:

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Technology Process of [4R-(4α[R^*],5α)]-2,2-dimethyl-α⁴-[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]-1,3-dioxolane-4,5-dimethanol

There total 1 articles about [4R-(4α[R^*],5α)]-2,2-dimethyl-α⁴-[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]-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:

2,3-O-isopropylidene-β-L-erythrofuranose (23262-84-2) + 2-(2-bromophenyl)-2-phenyl-1,3-dioxolane (78105-68-7) → [4R-(4α[R*],5α)]-2,2-dimethyl-α4-[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]-1,3-dioxolane-4,5-dimethanol (185699-82-5)

Guidance literature:

With potassium iodide; magnesium chloride; Yield given. Multistep reaction; 1.) THF, room temperature, 3 h, 2.) THF, room temperature, 18 h;

DOI:10.1021/jo961372m

Reference yield: 100.0%

benzoyl chloride (98-88-4) + [4R-(4α[R*],5α)]-2,2-dimethyl-α4-[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]-1,3-dioxolane-4,5-dimethanol (185699-82-5) → [4S-(4α,5α(S*))]-4-[(benzoyloxy)methyl]-2,2-dimethyl-5-{[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]hydroxymethyl}-1,3-dioxolane (185699-85-8)

Guidance literature:

With triethylamine; In dichloromethane; at -40 ℃; for 7h;

DOI:10.1021/jo961372m

Reference yield: 100.0%

[4R-(4α[R*],5α)]-2,2-dimethyl-α4-[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]-1,3-dioxolane-4,5-dimethanol (185699-82-5) → (3aR-(3aα,4α,6aα))-tetrahydro-2,2-dimethyl-4-[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]furo[3,4-d]-1,3-dioxole (185699-83-6)

Guidance literature:

With pyridine; p-toluenesulfonyl chloride; for 144h; Ambient temperature;

DOI:10.1021/jo961372m

upstream raw materials:

2,3-O-isopropylidene-β-L-erythrofuranose

2-(2-bromophenyl)-2-phenyl-1,3-dioxolane

Downstream raw materials:

[4S-(4α,5α(S^*))]-4-[(benzoyloxy)methyl]-2,2-dimethyl-5-{[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]hydroxymethyl}-1,3-dioxolane

(3aR-(3aα,4α,6aα))-tetrahydro-2,2-dimethyl-4-[2-(2-phenyl-1,3-dioxolan-2-yl)phenyl]furo[3,4-d]-1,3-dioxole

[2R-(2α,3β,4β)]-phenyl[2-(tetrahydro-3,4-dihydroxy-2-furanyl)phenyl]methanone

[2R-(2α,3β,4β)]-phenyl[2-[tetrahydro-3,4-dimethoxy-2-furanyl]phenyl]methanone

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