CID 13048446

Base Information

• Chemical Name: CID 13048446
• CAS No.: 105367-54-2
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.181
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10516425
• Mol file: 105367-54-2.mol

Synonyms:105367-54-2;Methyl 6-azatricyclo[3.2.0.02,4]heptane-6-carboxylate;6-Azatricyclo[3.2.0.02,4]heptane-6-carboxylicacid,methylester,;DTXSID10516425;6-Azatricyclo[3.2.0.02,4]heptane-6-carboxylicacid,methylester;Methyl 6-azatricyclo[3.2.0.0~2,4~]heptane-6-carboxylate

Chemical Property of CID 13048446

Chemical Property:

• Boiling Point: 220.7±9.0 °C(Predicted)
• PKA: -0.84±0.20(Predicted)
• PSA: 29.54000
• Density: 1.333±0.06 g/cm3(Predicted)
• LogP: 0.64080
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 153.078978594
• Heavy Atom Count: 11
• Complexity: 228

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)N1CC2C1C3C2C3

Technology Process of CID 13048446

There total 4 articles about CID 13048446 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: 85.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + methyl 2-azabicyclo[2.2.0]hex-5-ene-2-carboxylate (33707-39-0) → methyl (1α,2β,4β,5α)-6-azatricyclo<3.2.0.02,4>heptane-6-carboxylate (105367-54-2)

Guidance literature:

palladium diacetate; In diethyl ether; for 24h; Ambient temperature;

Reference yield: 40.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-methyloxycarbonyl-2-azabicyclo<2.2.0>hexa-5-ene (33707-39-0) → 3-methoxycarbonyl-3-azatricyclo<4.1.0.02.5>heptane (88656-25-1,105367-54-2)

Guidance literature:

With copper(l) chloride;

DOI:10.1039/c39830000941

Reference yield:

pyridine (110-86-1) → 3-methoxycarbonyl-3-azatricyclo<4.1.0.02.5>heptane (88656-25-1,105367-54-2)

Guidance literature:

Multi-step reaction with 3 steps

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

2: CH₂Cl₂ / Irradiation

3: 24 percent / copperchloride / CCl₄

With sodium tetrahydroborate; copper(l) chloride; In methanol; tetrachloromethane; diethyl ether; dichloromethane;

DOI:10.1248/cpb.33.4572

upstream raw materials:

diazomethane

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

pyridine

1-(methoxycarbonyl)-1,2-dihydropyridine

Downstream raw materials:

1-methoxycarbonyl-2,5-dihydroazepine

Refernces

• 1、 Kurita,Iwata,Sakai,Tsuchiya. "Studies on diazepines. XXII. Synthesis of monocyclic 1,4-dihetero seven-membered ring compounds using thermal valence bond isomerization of tricyclo[4.1.0.02.5]heptane systems". . p. 4572 - 4580. Retrieved 2007/10/02.