Benzyl 3-oxo-2,4-diazabicyclo[3.1.0]hexane-2-carboxylate

Base Information

• Chemical Name: Benzyl 3-oxo-2,4-diazabicyclo[3.1.0]hexane-2-carboxylate
• CAS No.: 68982-22-9
• Molecular Formula: C₁₂H₁₂N₂O₃
• Molecular Weight: 232.239
• DSSTox Substance ID: DTXSID00384372
• Mol file: 68982-22-9.mol

Synonyms:benzyl 3-oxo-2,4-diazabicyclo[3.1.0]hexane-2-carboxylate;68982-22-9;CDS1_000014;Maybridge1_002302;Oprea1_061967;DivK1c_001054;SCHEMBL4285300;HMS548A14;DTXSID00384372;MTQBCNWSXOYUJM-UHFFFAOYSA-N;BTB 14792;CCG-46053;SR-01000635778-1

Chemical Property of Benzyl 3-oxo-2,4-diazabicyclo[3.1.0]hexane-2-carboxylate

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 232.08479225
• Heavy Atom Count: 17
• Complexity: 339

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2C1N(C(=O)N2)C(=O)OCC3=CC=CC=C3

Technology Process of Benzyl 3-oxo-2,4-diazabicyclo[3.1.0]hexane-2-carboxylate

There total 2 articles about Benzyl 3-oxo-2,4-diazabicyclo[3.1.0]hexane-2-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:

r-1,c-2-Cyclopropandicarbonsaeurediazid (68979-48-6) + benzyl alcohol (100-51-6,185532-71-2) → N,N'-(r-1,c-2-Cyclopropandiyl)dicarbamidsaeure-dibenzylester (68979-50-0) + 3-Oxo-2,4-diazabicyclo<3.1.0>hexan-2-carbonsaeure-benzylester (68982-22-9)

Guidance literature:

In diethyl ether; at 90 - 95 ℃; for 2h; Yield given. Yields of byproduct given;

Reference yield:

→ 3-Oxo-2,4-diazabicyclo<3.1.0>hexan-2-carbonsaeure-benzylester (68982-22-9)

Guidance literature:

Carbamat 12;

DOI:10.1021/jm00210a004

Reference yield:

1,1-bis(-4-fluorophenyl)-4-iodobutane (51787-79-2) + 3-Oxo-2,4-diazabicyclo<3.1.0>hexan-2-carbonsaeure-benzylester (68982-22-9) → 2-[4,4-bis(4-fluorophenyl)butyl]-2,4-diaza-bicyclo[3.1.0]hexan-3-one + 2-[4,4-bis(4-fluorophenyl)butyl]-4-benzyloxycarbonyl-2,4-diazabicyclo[3.1.0]hexan-3-one

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

upstream raw materials:

r-1,c-2-Cyclopropandicarbonsaeurediazid

benzyl alcohol