Methyl 3-oxa-6-azatricyclo[3.2.0.0~2,4~]heptane-6-carboxylate

Base Information

• Chemical Name: Methyl 3-oxa-6-azatricyclo[3.2.0.0~2,4~]heptane-6-carboxylate
• CAS No.: 790205-58-2
• Molecular Formula: C₇H₉NO₃
• Molecular Weight: 155.153
• DSSTox Substance ID: DTXSID50516424
• Mol file: 790205-58-2.mol

Synonyms:790205-58-2;DTXSID50516424;Methyl 3-oxa-6-azatricyclo[3.2.0.0~2,4~]heptane-6-carboxylate

Chemical Property of Methyl 3-oxa-6-azatricyclo[3.2.0.0~2,4~]heptane-6-carboxylate

Chemical Property:

• PSA: 42.07000
• LogP: -0.22790
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 155.058243149
• Heavy Atom Count: 11
• Complexity: 230

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)N1CC2C1C3C2O3

Technology Process of Methyl 3-oxa-6-azatricyclo[3.2.0.0~2,4~]heptane-6-carboxylate

There total 3 articles about Methyl 3-oxa-6-azatricyclo[3.2.0.0~2,4~]heptane-6-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: 90.0%

2-methyloxycarbonyl-2-azabicyclo<2.2.0>hexa-5-ene (33707-39-0) → 3-methyloxycarbonyl-3-aza-7-oxatricyclo<4.1.0.02.5>heptane (88656-22-8,790205-58-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid;

DOI:10.1039/c39830000941

Reference yield:

pyridine (110-86-1) → 3-methyloxycarbonyl-3-aza-7-oxatricyclo<4.1.0.02.5>heptane (88656-22-8,790205-58-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium borohydride / diethyl ether; methanol / 2 h / -70 °C

2: CH₂Cl₂ / Irradiation

3: 89 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 10 h / Ambient temperature

With sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; In methanol; diethyl ether; dichloromethane;

DOI:10.1248/cpb.33.4572

Reference yield:

1-(methoxycarbonyl)-1,2-dihydropyridine (33707-36-7) → 3-methyloxycarbonyl-3-aza-7-oxatricyclo<4.1.0.02.5>heptane (88656-22-8,790205-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / Irradiation

2: 89 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 10 h / Ambient temperature

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1248/cpb.33.4572

upstream raw materials:

2-methyloxycarbonyl-2-azabicyclo<2.2.0>hexa-5-ene

pyridine

1-(methoxycarbonyl)-1,2-dihydropyridine