(1R,2R,3R,6S,7S,9S)-2-Hydroxy-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

Base Information

• Chemical Name: (1R,2R,3R,6S,7S,9S)-2-Hydroxy-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid
• CAS No.: 135357-56-1
• Molecular Formula: C₉H₁₀O₅
• Molecular Weight: 198.175

Synonyms:(1R,2R,3R,6S,7S,9S)-2-Hydroxy-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

Chemical Property of (1R,2R,3R,6S,7S,9S)-2-Hydroxy-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

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Technology Process of (1R,2R,3R,6S,7S,9S)-2-Hydroxy-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

There total 48 articles about (1R,2R,3R,6S,7S,9S)-2-Hydroxy-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid 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: 96.0%

cis-5-norbornene-endo-2,3-dicarboxylic acid (3853-88-1) → 2-exo-hydroxy-5-oxo-4-oxatricyclo[4.2.1.03,7]nonane-9-carboxylic acid (61800-57-5,73036-39-2,86259-08-7,110013-49-5,119238-44-7,135357-56-1,150852-82-7)

Guidance literature:

With formic acid; dihydrogen peroxide; In water; at 0 ℃;

DOI:10.1134/S1070428007050053

Reference yield: 88.0%

exo-2,endo-3-diacetoxy-N-(4-methylphenyl)bicyclo[2.2.1]heptane-endo-5,endo-6-dicarboximide → 2-exo-hydroxy-5-oxo-4-oxatricyclo[4.2.1.03,7]nonane-9-carboxylic acid (61800-57-5,73036-39-2,86259-08-7,110013-49-5,119238-44-7,135357-56-1,150852-82-7)

Guidance literature:

With water; sodium carbonate; for 0.0833333h; Reflux;

DOI:10.1134/S1070428010060096

Reference yield: 85.0%

endo-3-(N,N-dimethylcarbamoyl)bicyclo[2.2.1]hept-5-ene-endo-2-carboxylic acid → 2-exo-hydroxy-5-oxo-4-oxatricyclo[4.2.1.03,7]nonane-9-carboxylic acid (61800-57-5,73036-39-2,86259-08-7,110013-49-5,119238-44-7,135357-56-1,150852-82-7)

Guidance literature:

With formic acid; dihydrogen peroxide; at 0 ℃;

DOI:10.1134/S1070428006040051

upstream raw materials:

norbornene-5,6-dicarboxylic acid

cis-5-norbornene-endo-2,3-dicarboxylic acid

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

exo-2,3-Epoxybicyclo[2.2.1]heptane endo,endo-5,6-dicarboxylic anhydride

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