(2S,3R,4S)-3-acetoxy-4-hydroxy-2-phenyl-2,3-dihydro-4H-pyran

Base Information

• Chemical Name: (2S,3R,4S)-3-acetoxy-4-hydroxy-2-phenyl-2,3-dihydro-4H-pyran
• CAS No.: 104130-24-7
• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.252
• Mol file: 104130-24-7.mol

Synonyms:(2S,3R,4S)-3-acetoxy-4-hydroxy-2-phenyl-2,3-dihydro-4H-pyran

Chemical Property of (2S,3R,4S)-3-acetoxy-4-hydroxy-2-phenyl-2,3-dihydro-4H-pyran

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (2S,3R,4S)-3-acetoxy-4-hydroxy-2-phenyl-2,3-dihydro-4H-pyran

There total 2 articles about (2S,3R,4S)-3-acetoxy-4-hydroxy-2-phenyl-2,3-dihydro-4H-pyran 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:

(2S,3S)-3-acetoxy-2-phenyl-2,3-dihydro-4H-pyrone (104263-88-9) → (2S,3R,4S)-3-acetoxy-4-hydroxy-2-phenyl-2,3-dihydro-4H-pyran (104130-24-7)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In methanol; ethanol; at 0 ℃;

DOI:10.1021/ja00282a035

Reference yield:

Acetic acid (2R,3S,4R)-4-hydroxy-2-phenyl-3,4-dihydro-2H-pyran-3-yl ester (138512-02-4) → (2S,3R,4S)-3-acetoxy-4-hydroxy-2-phenyl-2,3-dihydro-4H-pyran (104130-24-7)

Guidance literature:

Reference yield: 80.0%

acetic anhydride (108-24-7) + (2S,3R,4S)-3-acetoxy-4-hydroxy-2-phenyl-2,3-dihydro-4H-pyran (104130-24-7) → (2S,3R,4S)-3,4-diacetoxy-2-phenyl-4H(2,3)-dihydropyran (104263-89-0)

Guidance literature:

With triethylamine; dmap; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/ja00282a035

upstream raw materials:

Acetic acid (2R,3S,4R)-4-hydroxy-2-phenyl-3,4-dihydro-2H-pyran-3-yl ester

(2S,3S)-3-acetoxy-2-phenyl-2,3-dihydro-4H-pyrone

Downstream raw materials:

(-)-O-<2,3,4-tri-O-benzyl-α-L-fucopyranosyl>-(1<*>3)-1,5-anhydro-4-O-acetyl-2-deoxy-5(S)-phenyl-L-xylo-pent-1-enopyranose

O-<2,3,4-tri-O-benzyl-β-L-fucopyranosyl>-(1<*>3)-1,5-anhydro-4-O-acetyl-2-deoxy-5(S)-phenyl-L-xylo-pent-1-enopyranose

(2S,3R,4S)-3,4-diacetoxy-2-phenyl-4H(2,3)-dihydropyran

Acetic acid (2S,3S,4S,5S,6S)-4-acetoxy-5,6-dihydroxy-2-phenyl-tetrahydro-pyran-3-yl ester