4-Methoxy-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester

Base Information

• Chemical Name: 4-Methoxy-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 77085-44-0
• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.306

Synonyms:4-Methoxy-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester

Chemical Property of 4-Methoxy-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of 4-Methoxy-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester

There total 3 articles about 4-Methoxy-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-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: 69.0%

doxa-3,5 exo p-methoxyphenyl-4 syn tricyclo<5.2.1.02,6>decane (31112-53-5) → 4-Methoxy-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester (77085-44-0) + bromo-2 exo p-methoxybenzoyloxy-7 syn bicyclo<2.2.1>heptane (77299-88-8) + bromo-2 endo p-methoxybenzoyloxy-3 exo bicyclo<2.2.1>heptane (77085-45-1)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; for 18h; Heating;

DOI:10.1016/0040-4020(80)80151-7

Reference yield:

trityl tetrafluoroborate (341-02-6) + doxa-3,5 exo p-methoxyphenyl-4 syn tricyclo<5.2.1.02,6>decane (31112-53-5) → triphenylmethyl alcohol (76-84-6) + triphenylmethane (519-73-3) + 4-Methoxy-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester (77085-44-0) + bromo-2 endo p-methoxybenzoyloxy-3 exo bicyclo<2.2.1>heptane (77085-45-1)

Guidance literature:

With lithium bromide; Yield given. Multistep reaction. Further byproducts given; 1.) CH₃CN, 20 deg C, 1.5 h, 2.) reflux, 15 h;

DOI:10.1016/0040-4020(80)80151-7

Reference yield:

trityl tetrafluoroborate (341-02-6) + methyl 2,3-di-O-benzyl-6-O-trityl-α-D-galactopyranoside (71756-38-2) → triphenylmethyl alcohol (76-84-6) + triphenylmethane (519-73-3) + 4-Methoxy-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester (77085-44-0) + bromo-2 endo p-methoxybenzoyloxy-3 exo bicyclo<2.2.1>heptane (77085-45-1)

Guidance literature:

With lithium bromide; Yield given. Multistep reaction. Further byproducts given; 1.) CH₃CN, 1.5 h, 2.) reflux, 15 h;

DOI:10.1016/0040-4020(80)80151-7

upstream raw materials:

trityl tetrafluoroborate

doxa-3,5 exo p-methoxyphenyl-4 syn tricyclo<5.2.1.0^2,6>decane

methyl 2,3-di-O-benzyl-6-O-trityl-α-D-galactopyranoside

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