Bicyclo[2.2.1]heptane-2-carboxylic acid, 6-hydroxy-, (2R,6R)-rel- (9CI)

Base Information

• Chemical Name: Bicyclo[2.2.1]heptane-2-carboxylic acid, 6-hydroxy-, (2R,6R)-rel- (9CI)
• CAS No.: 274690-02-7
• Molecular Formula: C8H12O3
• Molecular Weight: 156.18
• Mol file: 274690-02-7.mol

Synonyms:Bicyclo[2.2.1]heptane-2-carboxylic acid, 6-hydroxy-, (2R,6R)-rel- (9CI)

Chemical Property of Bicyclo[2.2.1]heptane-2-carboxylic acid, 6-hydroxy-, (2R,6R)-rel- (9CI)

Chemical Property:

• Boiling Point: 332.5±25.0 °C(Predicted)
• PKA: 4.65±0.40(Predicted)
• Density: 1.364±0.06 g/cm3(Predicted)

Purity/Quality:

Safty Information:

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Technology Process of Bicyclo[2.2.1]heptane-2-carboxylic acid, 6-hydroxy-, (2R,6R)-rel- (9CI)

There total 16 articles about Bicyclo[2.2.1]heptane-2-carboxylic acid, 6-hydroxy-, (2R,6R)-rel- (9CI) 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:

cyclopentanone (120-92-3) + acrylic acid (79-10-7) + 6exo-Tosyloxy-2exo-norbornancarbonsaeure + methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (6203-08-3) → endo-norbornenecarboxylic acid (120-74-1,934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7) + exo-5-norbornene-2-carboxylic acid (934-30-5) + endo-norbornenecarboxylic acid (120-74-1,934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7) + exo-5-norbornene-2-carboxylic acid (934-30-5) + endo-norbornenecarboxylic acid (120-74-1,934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7) + carbomethoxy-2 exo hydroxy-6 exo bicyclo <2.2.1> heptane (22664-23-9,22664-24-0,33913-58-5,71358-94-6,258345-33-4,274690-02-7) + (1S,3R,6S,7S)-4-Oxa-tricyclo[4.2.1.03,7]nonan-5-one (6712-12-5,60133-51-9,68035-53-0) + (2R,6R)-Tricyclo[2.2.1.02,6]heptane-1-carboxylic acid

Guidance literature:

Multistep reaction; 2.) alkaline hydrolysis;

DOI:10.1007/BF00949621

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + acrylic acid (79-10-7) + 6endo-Tosyloxy-2exo-norbornancarbonsaeure → exo-5-norbornene-2-carboxylic acid (934-30-5) + exo-5-norbornene-2-carboxylic acid (934-30-5) + carbomethoxy-2 exo hydroxy-6 exo bicyclo <2.2.1> heptane (22664-23-9,22664-24-0,33913-58-5,71358-94-6,258345-33-4,274690-02-7) + (1S,3R,6S,7S)-4-Oxa-tricyclo[4.2.1.03,7]nonan-5-one (6712-12-5,60133-51-9,68035-53-0) + (2R,6R)-Tricyclo[2.2.1.02,6]heptane-1-carboxylic acid

Guidance literature:

Reference yield:

6endo-Tosyloxy-2exo-norbornancarbonsaeure → endo-6-hydroxybicyclo<2.2.1>heptane-endo-2-carboxylic acid lactone (6712-12-5) + exo-5-norbornene-2-carboxylic acid (934-30-5) + carbomethoxy-2 exo hydroxy-6 exo bicyclo <2.2.1> heptane (22664-23-9,22664-24-0,33913-58-5,71358-94-6,258345-33-4,274690-02-7) + Tricyclo<2.2.1.02,6>heptan-2-carbonsaeure (697-25-6)

Guidance literature:

With water; triethylamine; In 1,4-dioxane; at 120 ℃; for 5.8h; Product distribution;

DOI:10.1002/hlca.19800630422

upstream raw materials:

exo-5-norbornene-2-carboxylic acid

methyl exo-5-norbornene-2-carboxylate

6-endo-tosyloxynorbornane-2-carboxylic acid sodium salt

6-exo-tosyloxynorbornane-2-carboxylic acid sodium salt

Downstream raw materials:

6endo-Hydroxy-2exo-norbornancarbonsaeure

6-exo-tosyloxy-2-endo-norbornancarbonsaeuremethylester

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