(1R,2R,6R,7S)-tricyclo[5.2.1.02,6]decane-2-carboxylic acid

Base Information

• Chemical Name: (1R,2R,6R,7S)-tricyclo[5.2.1.02,6]decane-2-carboxylic acid
• CAS No.: 80394-98-5
• Molecular Formula: C₁₁H₁₆O₂
• Molecular Weight: 180.247
• DSSTox Substance ID: DTXSID001150987
• Mol file: 80394-98-5.mol

Synonyms:80394-98-5;BPPVMMLQNBPNBD-YSSBGUOXSA-N;DTXSID001150987;rel-(3aR,4R,7S,7aR)-Octahydro-4,7-methano-3aH-indene-3a-carboxylic acid

Chemical Property of (1R,2R,6R,7S)-tricyclo[5.2.1.02,6]decane-2-carboxylic acid

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 261

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2C3CCC(C3)C2(C1)C(=O)O
• Isomeric SMILES: C1C[C@@H]2[C@H]3CC[C@H](C3)[C@@]2(C1)C(=O)O

Technology Process of (1R,2R,6R,7S)-tricyclo[5.2.1.02,6]decane-2-carboxylic acid

There total 3 articles about (1R,2R,6R,7S)-tricyclo[5.2.1.02,6]decane-2-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: 60.0%

carbon monoxide (201230-82-2) + 8-exo-chloro-exo-tetrahydrodicyclopentadiene (56914-94-4,77171-22-3) → 2-carboxy-exo-tetrahydrodicyclopentadiene (80394-98-5,80433-66-5,148810-36-0)

Guidance literature:

With sulfur dioxide; antimony pentafluoride; at -78 - 20 ℃; for 1.25h; under 22501.8 Torr;

Reference yield:

exo-Tricyclo<5.2.1.02.6>decen-(3)-ol-(9) → 2-carboxy-exo-tetrahydrodicyclopentadiene (80394-98-5,80433-66-5,148810-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Raney-Ni

2: H₂SO₄

With sulfuric acid; hydrogen; nickel;

Reference yield:

carbon monoxide (201230-82-2) + exo-Tricyclo<5.2.1.02,6>decanol-(8) (15904-95-7) → 2-carboxy-exo-tetrahydrodicyclopentadiene (80394-98-5,80433-66-5,148810-36-0)

Guidance literature:

With sulfuric acid;

upstream raw materials:

carbon monoxide

exo-Tricyclo<5.2.1.0^2,6>decanol-(8)

8-exo-chloro-exo-tetrahydrodicyclopentadiene

Downstream raw materials:

(3aR,4S,7R,7aS)-Octahydro-4,7-methano-indene

α-cyano-m-phenoxybenzyl exo-tricyclo<5.2.1.0^2,6>decane-endo-2-carboxylate

5-benzylfur-3-ylmethyl exo-tricyclo<5.2.1.0^2,6>decane-endo-2-carboxylate

2-methyl-3-allyl-4-oxocyclopent-2-enyl exo-tricyclo<5.2.1.0^2,6>decane-endo-2-carboxylate