Bicyclo[2.2.1]heptane-1-carboxylic acid, 2-hydroxy-7,7-dimethyl-, (1S-endo)-

Base Information

• Chemical Name: Bicyclo[2.2.1]heptane-1-carboxylic acid, 2-hydroxy-7,7-dimethyl-, (1S-endo)-
• CAS No.: 129832-25-3
• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.235
• DSSTox Substance ID: DTXSID301142367
• Mol file: 129832-25-3.mol

Synonyms:DTXSID301142367;Bicyclo[2.2.1]heptane-1-carboxylic acid, 2-hydroxy-7,7-dimethyl-, (1S-endo)-;129832-25-3

Chemical Property of Bicyclo[2.2.1]heptane-1-carboxylic acid, 2-hydroxy-7,7-dimethyl-, (1S-endo)-

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 259

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C2CCC1(C(C2)O)C(=O)O)C
• Isomeric SMILES: CC1([C@@H]2CC[C@]1([C@H](C2)O)C(=O)O)C

Technology Process of Bicyclo[2.2.1]heptane-1-carboxylic acid, 2-hydroxy-7,7-dimethyl-, (1S-endo)-

There total 15 articles about Bicyclo[2.2.1]heptane-1-carboxylic acid, 2-hydroxy-7,7-dimethyl-, (1S-endo)- 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: 99.0%

benzyl (1S,2R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptane-1-carboxylate (129800-97-1,129832-23-1) → (1S,2R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptane-1-carboxylic acid (20440-75-9,129832-24-2,129832-25-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; Ambient temperature;

DOI:10.1248/cpb.38.1717

Reference yield: 99.0%

benzyl (1S,2S)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptane-1-carboxylate (129800-97-1,129832-23-1) → (1S,2S)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptane-1-carboxylic acid (20440-75-9,129832-24-2,129832-25-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; Ambient temperature;

DOI:10.1248/cpb.38.1717

Reference yield: 95.0%

(1S)-(+)-ketopinic acid (464-78-8,6994-94-1,64234-14-6,40724-67-2) → 2-Hydroxy-7,7-dimethylbicyclo<2.2.1>heptane-1-carboxylic acid (20440-75-9,129832-24-2,129832-25-3)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; In methanol; 1.) 0 deg C, 2 h, 2.) r.t., 36 h;

DOI:10.1055/s-1991-26617

upstream raw materials:

(+/-)-2exo-acetoxy-bornanoic acid-⁽¹⁰⁾

benzyl (1S,2R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptane-1-carboxylate

(1S)-ketopinic acid

(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carbonyl chloride

Downstream raw materials:

(+/-)-ketopinic acid