5-Oxotricyclo[2.2.1.0~2,6~]heptane-3-carboxylate

Base Information

• Chemical Name: 5-Oxotricyclo[2.2.1.0~2,6~]heptane-3-carboxylate
• CAS No.: 50703-32-7
• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID00964951
• Wikidata: Q72499304
• Mol file: 50703-32-7.mol

Synonyms:DTXSID00964951;5-Oxotricyclo[2.2.1.0~2,6~]heptane-3-carboxylate

Chemical Property of 5-Oxotricyclo[2.2.1.0~2,6~]heptane-3-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 139-145 °C(lit.)
• Boiling Point: 356.434°C at 760 mmHg
• Flash Point: 183.556°C
• PSA: 17.07000
• Density: 1.601±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 0.84130
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 151.039519081
• Heavy Atom Count: 11
• Complexity: 265

Purity/Quality:

98%Min ^*data from raw suppliers

anti-3-Oxotricyclo[2.2.1.02,6]heptane-7-carboxylic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2C3C2C(=O)C1C3C(=O)[O-]
• Isomeric SMILES: C1[C@@H]2[C@H]3[C@@H]2C(=O)[C@@H]1[C@@H]3C(=O)[O-]

Technology Process of 5-Oxotricyclo[2.2.1.0~2,6~]heptane-3-carboxylate

There total 21 articles about 5-Oxotricyclo[2.2.1.0~2,6~]heptane-3-carboxylate 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: 82.0%

→ (1R,7R)-(+)-2-Oxotricyclo<2.2.1.03.5>heptan-7-carbonsaeure (50703-32-7,180324-27-0)

Guidance literature:

With hydrogenchloride;

Reference yield: 79.0%

C10H12O4 → (2R,3S,4R)-5-Oxo-tricyclo[2.2.1.02,6]heptane-3-carboxylic acid (50703-32-7,51095-84-2,52730-40-2,70748-53-7,71155-07-2,79356-38-0,128777-69-5,180324-27-0)

Guidance literature:

With Jones reagent; In acetone; at 20 - 25 ℃; for 12h; Time;

Reference yield:

anti-3-oxotricyclo[2.2.1.0(2,6)]heptane-7-carboxylic acid (70748-53-7,180324-27-0) + (S)-N-benzyl-1-phenylethylamine (17480-69-2) → (+)-anti-5-oxotricyclo<2.2.1.02,6>heptane-3-carboxylic acid (50703-32-7,180324-27-0)

Guidance literature:

anti-3-oxotricyclo[2.2.1.0(2,6)]heptane-7-carboxylic acid; (S)-N-benzyl-1-phenylethylamine; In acetone; at 20 ℃; Reflux;

With sodium hydroxide; pH=> 10;

upstream raw materials:

C₈H₈O₂

(1S,2S,3S,6R,7S,9S)-2-Iodo-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

bicyclo[2.2.1]hepta-2,5-diene

(1S,2R,3R,4R,6S)-5-Oxo-tricyclo[2.2.1.0^2,6]heptane-3-carboxylic acid propyl ester

Downstream raw materials:

(1S,4R)-5-Oxo-bicyclo[2.2.1]hept-2-ene-7-carboxylic acid

(-)-5-oxotricyclo [2,2,1,0^2,6]heptane-3-carboxylic acid

(+)-anti-5-oxotricyclo<2.2.1.0^2,6>heptane-3-carboxylic acid

(1R,7R)-(+)-2-Oxotricyclo<2.2.1.0^3.5>heptan-7-carbonsaeure-methylester