benzoic acid 4-(3-hydroxy-3-methyloct-1-enyl)-2-oxo-hexahydrocyclopenta[b]furan-5-yl ester

Base Information

• Chemical Name: benzoic acid 4-(3-hydroxy-3-methyloct-1-enyl)-2-oxo-hexahydrocyclopenta[b]furan-5-yl ester
• CAS No.: 54164-82-8
• Molecular Formula: C₂₃H₃₀O₅
• Molecular Weight: 386.488

Synonyms:benzoic acid 4-(3-hydroxy-3-methyloct-1-enyl)-2-oxo-hexahydrocyclopenta[b]furan-5-yl ester

Chemical Property of benzoic acid 4-(3-hydroxy-3-methyloct-1-enyl)-2-oxo-hexahydrocyclopenta[b]furan-5-yl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of benzoic acid 4-(3-hydroxy-3-methyloct-1-enyl)-2-oxo-hexahydrocyclopenta[b]furan-5-yl ester

There total 3 articles about benzoic acid 4-(3-hydroxy-3-methyloct-1-enyl)-2-oxo-hexahydrocyclopenta[b]furan-5-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: 60.0%

3-methyloct-1-en-3-ol (1056034-61-7) + (1S,5R,6R,7R)-7-(benzoyloxy)-6-vinyl-2-oxabicyclo[3.3.0]octan-3-one (618387-07-8) → benzoic acid 4-(3-hydroxy-3-methyloct-1-enyl)-2-oxo-hexahydrocyclopenta[b]furan-5-yl ester (54164-82-8)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo801190m

Reference yield:

→ Benzoic acid (3aS,5S,6aR)-4-((E)-3-hydroxy-3-methyl-oct-1-enyl)-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester (53232-37-4,53275-59-5,54142-12-0,54164-82-8,62446-52-0,62446-53-1,78684-47-6)

Guidance literature:

Lacton 6, Al(CH3)3;

DOI:10.1021/ja00825a027

Reference yield:

→ Benzoic acid 4-((E)-3-hydroxy-3-methyl-oct-1-enyl)-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester (53232-37-4,53275-59-5,54142-12-0,54164-82-8,62446-52-0,62446-53-1,78684-47-6)

Guidance literature:

Keton 32, CH3MgBr;

DOI:10.1021/ja00825a028

upstream raw materials:

3-methyloct-1-en-3-ol

(1S,5R,6R,7R)-7-(benzoyloxy)-6-vinyl-2-oxabicyclo[3.3.0]octan-3-one

Downstream raw materials:

benzoic acid 4-(3-methyl-3-triethylsilanyloxyoct-1-enyl)-2-oxo-hexahydrocyclopenta[b]furan-5-yl ester

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