(R)-((4R,4aR,8aS)-2,2-dimethyl-6-oxo-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate

Base Information

• Chemical Name: (R)-((4R,4aR,8aS)-2,2-dimethyl-6-oxo-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate
• CAS No.: 190775-11-2
• Molecular Formula: C₂₅H₂₄O₆
• Molecular Weight: 420.462

Synonyms:(R)-((4R,4aR,8aS)-2,2-dimethyl-6-oxo-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate

Chemical Property of (R)-((4R,4aR,8aS)-2,2-dimethyl-6-oxo-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate

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Technology Process of (R)-((4R,4aR,8aS)-2,2-dimethyl-6-oxo-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate

There total 1 articles about (R)-((4R,4aR,8aS)-2,2-dimethyl-6-oxo-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate 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%

(R)-((4R,4aR,8aS)-2,2-dimethyl-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate (1262487-75-1) → (R)-((4R,4aR,8aS)-2,2-dimethyl-6-oxo-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate (190775-11-2)

Guidance literature:

With pyridinium dichromate; sodium acetate; In dichloromethane; at 0 ℃; for 12h; Reflux;

DOI:10.1016/j.tetasy.2010.10.016

Reference yield: 74.0%

(R)-((4R,4aR,8aS)-2,2-dimethyl-6-oxo-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate (190775-11-2) → (1R,2R)-2-hydroxy-2-((2R,3S)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenylethyl cinnamate (190848-69-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1016/j.tetasy.2010.10.016

upstream raw materials:

(R)-((4R,4aR,8aS)-2,2-dimethyl-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxin-4-yl)(phenyl)methyl cinnamate

Downstream raw materials:

(1R,2R)-2-hydroxy-2-((2R,3S)-3-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenylethyl cinnamate

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