Dimethyl 3-oxatricyclo[3.2.1.0~2,4~]oct-6-ene-6,7-dicarboxylate

Base Information

• Chemical Name: Dimethyl 3-oxatricyclo[3.2.1.0~2,4~]oct-6-ene-6,7-dicarboxylate
• CAS No.: 61367-60-0
• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.213
• NSC Number: 196232
• DSSTox Substance ID: DTXSID40307904
• Nikkaji Number: J1.439.918F

Synonyms:61367-60-0;NSC196232;DTXSID40307904;NSC-196232;Dimethyl 3-oxatricyclo[3.2.1.0~2,4~]oct-6-ene-6,7-dicarboxylate;dimethyl 3-oxatricyclo[3.2.1.02,4]oct-6-ene-6,7-dicarboxylate;(rac)-dimethyl 3-oxatricyclo[3.2.1.02,4]oct-6-ene-6,7-dicarboxylate

Chemical Property of Dimethyl 3-oxatricyclo[3.2.1.0~2,4~]oct-6-ene-6,7-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.000417mmHg at 25°C
• Boiling Point: 316.2±42.0 °C(Predicted)
• Density: 1.405±0.06 g/cm3(Predicted)
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 224.06847348
• Heavy Atom Count: 16
• Complexity: 375

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=C(C2CC1C3C2O3)C(=O)OC

Technology Process of Dimethyl 3-oxatricyclo[3.2.1.0~2,4~]oct-6-ene-6,7-dicarboxylate

There total 4 articles about Dimethyl 3-oxatricyclo[3.2.1.0~2,4~]oct-6-ene-6,7-dicarboxylate 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%

dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate (947-57-9) → dimethyl 5,6-exo-epoxybicyclo<2.2.1>hept-2-ene-2,3-dicarboxylate (61367-60-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 72h; Reflux;

DOI:10.1007/s00044-015-1324-x

Reference yield:

dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 5,6-exo-epoxybicyclo<2.2.1>hept-2-ene-2,3-dicarboxylate (61367-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Heating

2: 3-chloro-benzenecarboperoxoic acid / chloroform / 72 h / Reflux

With 3-chloro-benzenecarboperoxoic acid; In chloroform;

DOI:10.1007/s00044-015-1324-x

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → dimethyl 5,6-exo-epoxybicyclo<2.2.1>hept-2-ene-2,3-dicarboxylate (61367-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Heating

2: 3-chloro-benzenecarboperoxoic acid / chloroform / 72 h / Reflux

With 3-chloro-benzenecarboperoxoic acid; In chloroform;

DOI:10.1007/s00044-015-1324-x

upstream raw materials:

dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate

dimethyl acetylenedicarboxylate

cyclopenta-1,3-diene

Downstream raw materials:

6-((S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionyloxymethyl)-bicyclo[3.1.0]hex-2-ene-1,2-dicarboxylic acid dimethyl ester

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