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

Base Information

• Chemical Name: 4-Nitro-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester
• CAS No.: 77085-47-3
• Molecular Formula: C₁₄H₁₅NO₅
• Molecular Weight: 277.277

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 4-Nitro-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester

There total 6 articles about 4-Nitro-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: 41.0%

dioxa-3,5 exo p-nitrophenyl-4 syn tricyclo<5.2.1.02,6>decane (31199-21-0) → 4-Nitro-benzoic acid (1R,2S,3S,4S)-3-bromo-bicyclo[2.2.1]hept-2-yl ester (32819-61-7,77341-45-8) + 4-Nitro-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester (77085-47-3)

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) + dioxa-3,5 exo p-nitrophenyl-4 syn tricyclo<5.2.1.02,6>decane (31199-21-0) → triphenylmethyl alcohol (76-84-6) + triphenylmethane (519-73-3) + 4-Nitro-benzoic acid (1R,2S,3S,4S)-3-bromo-bicyclo[2.2.1]hept-2-yl ester (32819-61-7,77341-45-8) + 4-Nitro-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester (77085-47-3)

Guidance literature:

With lithium bromide; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; 1.) CH₃CN, 20 deg C, 4 h, 2.) reflux, 1 h;

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

Reference yield:

trityl tetrafluoroborate (341-02-6) + dioxa-3,5 exo p-nitrophenyl-4 syn tricyclo<5.2.1.02,6>decane (31199-21-0) → triphenylmethyl alcohol (76-84-6) + p-nitro benzoyloxy-3 tricyclo<2.2.1.02,6>heptane (61081-83-2) + 4-Nitro-benzoic acid (1R,2S,3S,4S)-3-bromo-bicyclo[2.2.1]hept-2-yl ester (32819-61-7,77341-45-8) + 4-Nitro-benzoic acid (1R,2S,3R,4S)-3-hydroxy-bicyclo[2.2.1]hept-2-yl ester (77085-47-3)

Guidance literature:

With lithium bromide; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; 1.) CH₃CN, 20 deg C, 4 h, 2.) reflux, 1 h;

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

upstream raw materials:

trityl tetrafluoroborate

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

4-nitrobenzaldehdye

Downstream raw materials:

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

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

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