Benzoic acid (E)-1-[(S)-hydroxy-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-4-methoxy-2-oxo-but-3-enyl ester

Base Information

• Chemical Name: Benzoic acid (E)-1-[(S)-hydroxy-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-4-methoxy-2-oxo-but-3-enyl ester
• CAS No.: 92524-96-4
• Molecular Formula: C₂₁H₂₆O₉
• Molecular Weight: 422.432

Synonyms:

Chemical Property of Benzoic acid (E)-1-[(S)-hydroxy-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-4-methoxy-2-oxo-but-3-enyl ester

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Technology Process of Benzoic acid (E)-1-[(S)-hydroxy-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-4-methoxy-2-oxo-but-3-enyl ester

There total 1 articles about Benzoic acid (E)-1-[(S)-hydroxy-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-4-methoxy-2-oxo-but-3-enyl 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:

(3aR,4S,6R,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro-[3,4-d][1,3]dioxole-4-carbaldehyde (33985-40-9) + 1-methoxy-3-((tert-butyldimethylsilyl)oxy)-4-(benzoyloxy)-1,3-butadiene (87461-94-7) → Benzoic acid (E)-1-[(S)-hydroxy-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-4-methoxy-2-oxo-but-3-enyl ester (92524-96-4)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; at -78 ℃; for 3h;

DOI:10.1021/jo00197a058

Reference yield:

Benzoic acid (E)-1-[(S)-hydroxy-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-4-methoxy-2-oxo-but-3-enyl ester (92524-96-4) → Benzoic acid (2S,3S)-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-4-oxo-3,4-dihydro-2H-pyran-3-yl ester (92524-97-5)

Guidance literature:

With trifluoroacetic acid; In tetrachloromethane; Yield given; Ambient temperature;

DOI:10.1021/jo00197a058

upstream raw materials:

(3aR,4S,6R,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro-[3,4-d][1,3]dioxole-4-carbaldehyde

1-methoxy-3-((tert-butyldimethylsilyl)oxy)-4-(benzoyloxy)-1,3-butadiene

Downstream raw materials:

Benzoic acid (2S,3S)-2-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-4-oxo-3,4-dihydro-2H-pyran-3-yl ester

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