5-(3,4-Dimethoxy-phenyl)-5-oxo-pentanoic acid (2S,3R,3aS,6R,6aR)-2-benzyloxy-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester

Base Information

• Chemical Name: 5-(3,4-Dimethoxy-phenyl)-5-oxo-pentanoic acid (2S,3R,3aS,6R,6aR)-2-benzyloxy-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester
• CAS No.: 198769-11-8
• Molecular Formula: C₂₆H₃₀O₉
• Molecular Weight: 486.519

Synonyms:5-(3,4-Dimethoxy-phenyl)-5-oxo-pentanoic acid (2S,3R,3aS,6R,6aR)-2-benzyloxy-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester

Chemical Property of 5-(3,4-Dimethoxy-phenyl)-5-oxo-pentanoic acid (2S,3R,3aS,6R,6aR)-2-benzyloxy-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester

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Technology Process of 5-(3,4-Dimethoxy-phenyl)-5-oxo-pentanoic acid (2S,3R,3aS,6R,6aR)-2-benzyloxy-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester

There total 1 articles about 5-(3,4-Dimethoxy-phenyl)-5-oxo-pentanoic acid (2S,3R,3aS,6R,6aR)-2-benzyloxy-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester 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,3R,3aR,6R,6aR)-2-Benzyloxy-hexahydro-furo[3,2-b]furan-3,6-diol + 5-(3,4-Dimethoxy-phenyl)-5-oxo-pentanoyl chloride → 5-(3,4-Dimethoxy-phenyl)-5-oxo-pentanoic acid (2S,3R,3aS,6R,6aR)-2-benzyloxy-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester (198769-11-8)

Guidance literature:

With pyridine; In chloroform; for 4h; Ambient temperature;

DOI:10.1016/S0040-4020(97)10005-9

Reference yield: 85.0%

5-(3,4-Dimethoxy-phenyl)-5-oxo-pentanoic acid (2S,3R,3aS,6R,6aR)-2-benzyloxy-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester (198769-11-8) → 5-(3,4-Dimethoxy-phenyl)-5-hydroxy-pentanoic acid (2S,3R,3aS,6R,6aR)-2-benzyloxy-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester

Guidance literature:

With sodium tetrahydroborate; zinc(II) chloride; In tetrahydrofuran; for 0.25h;

DOI:10.1016/S0040-4020(97)10005-9

Reference yield:

5-(3,4-Dimethoxy-phenyl)-5-oxo-pentanoic acid (2S,3R,3aS,6R,6aR)-2-benzyloxy-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester (198769-11-8) → (S)-6-(3,4-Dimethoxy-phenyl)-tetrahydro-pyran-2-one + (R)-6-(3,4-Dimethoxy-phenyl)-tetrahydro-pyran-2-one

Guidance literature:

With lithium hydroxide; sodium tetrahydroborate; zinc(II) chloride; Multistep reaction. Title compound not separated from byproducts; 1.) THF, 15 min, 2.) THF, room temperature, 4 h;

DOI:10.1016/S0040-4020(97)10005-9

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