(1S,4S)-4-benzyloxycarbonyl-1,4-dihydroxy-2-methoxycarbonyl-3-methyl-2-cyclopentene

Base Information

• Chemical Name: (1S,4S)-4-benzyloxycarbonyl-1,4-dihydroxy-2-methoxycarbonyl-3-methyl-2-cyclopentene
• CAS No.: 118137-79-4
• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.315

Synonyms:(1S,4S)-4-benzyloxycarbonyl-1,4-dihydroxy-2-methoxycarbonyl-3-methyl-2-cyclopentene

Chemical Property of (1S,4S)-4-benzyloxycarbonyl-1,4-dihydroxy-2-methoxycarbonyl-3-methyl-2-cyclopentene

Chemical Property:

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Technology Process of (1S,4S)-4-benzyloxycarbonyl-1,4-dihydroxy-2-methoxycarbonyl-3-methyl-2-cyclopentene

There total 1 articles about (1S,4S)-4-benzyloxycarbonyl-1,4-dihydroxy-2-methoxycarbonyl-3-methyl-2-cyclopentene 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: 39.0%

(+/-)-4-benzyloxycarbonyl-4-hydroxy-2-methoxycarbonyl-3-methylcyclopent-2-en-1-one (118137-77-2) → (1R,2R,3R)-1-Hydroxy-2-methyl-4-oxo-cyclopentane-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester (118137-80-7) + (1S,4S)-4-benzyloxycarbonyl-1,4-dihydroxy-2-methoxycarbonyl-3-methyl-2-cyclopentene (118137-79-4) + (-)-4-benzyloxycarbonyl-4-hydroxy-2-methoxycarbonyl-3-methylcyclopent-2-en-1-one (118204-74-3)

Guidance literature:

microbiological reduction;

Reference yield: 89.0%

3,4-dihydro-2H-pyran (110-87-2) + (1S,4S)-4-benzyloxycarbonyl-1,4-dihydroxy-2-methoxycarbonyl-3-methyl-2-cyclopentene (118137-79-4) → (1S,4S)-4-benzyloxycarbonyl-4-hydroxy-2-methoxycarbonyl-3-methyl-1-(tetrahydropyran-2-yl)oxy-2-cyclopentene (118137-82-9)

Guidance literature:

toluene-4-sulfonic acid; In dichloromethane; for 1h;

Reference yield: 76.0%

(1S,4S)-4-benzyloxycarbonyl-1,4-dihydroxy-2-methoxycarbonyl-3-methyl-2-cyclopentene (118137-79-4) → (+)-4-benzyloxycarbonyl-4-hydroxy-2-methoxycarbonyl-3-methylcyclopent-2-en-1-one (118204-77-6)

Guidance literature:

With jones reagent; In acetone; for 4h;

upstream raw materials:

(+/-)-4-benzyloxycarbonyl-4-hydroxy-2-methoxycarbonyl-3-methylcyclopent-2-en-1-one

Downstream raw materials:

(1S,4S)-4-benzyloxycarbonyl-4-hydroxy-2-methoxycarbonyl-3-methyl-1-(tetrahydropyran-2-yl)oxy-2-cyclopentene

(+)-4-benzyloxycarbonyl-4-hydroxy-2-methoxycarbonyl-3-methylcyclopent-2-en-1-one

(S)-3-acetoxymethyl-4-benzoyloxy-2-methylcyclopent-2-en-1-one

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