2-Oxa-5-azabicyclo[2.2.1]heptane

Base Information

• Chemical Name: 2-Oxa-5-azabicyclo[2.2.1]heptane
• CAS No.: 279-33-4
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70394302
• Nikkaji Number: J2.993.467C
• Mol file: 279-33-4.mol

Synonyms:2-oxa-5-azabicyclo[2.2.1]heptane;279-33-4;2-OXA-5-AZA-BICYCLO[2.2.1]HEPTANE;MFCD18250272;DTXSID70394302;DIQOUXNTSMWQSA-UHFFFAOYSA-N;2-aza-5-oxabicyclo[2.2.1]heptane;CS1881;STL307591;AKOS005266494;AB63562;PB11680;PB19618;SB20755;SY039544;FT-0758092;EN300-82708;A819254;F1907-0856

Chemical Property of 2-Oxa-5-azabicyclo[2.2.1]heptane

Chemical Property:

• Vapor Pressure: 3.3mmHg at 25°C
• Refractive Index: 1.476
• Boiling Point: 153.6 °C at 760 mmHg
• Flash Point: 46.1 °C
• PSA: 21.26000
• Density: 1.074 g/cm³
• LogP: 0.07590
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 84.1

Purity/Quality:

98%min ^*data from raw suppliers

2-Oxa-5-azabicyclo[2.2.1]heptane 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CNC1CO2
• Uses: 2-Oxa-5-azabicyclo[2.2.1]heptane is used as a reactant in the preparation of benzopyranones and pyrimidoisoquinolinones for DNA-dependent protein kinase inhibitory activity.

Technology Process of 2-Oxa-5-azabicyclo[2.2.1]heptane

There total 22 articles about 2-Oxa-5-azabicyclo[2.2.1]heptane 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: 100.0%

(1S,4S)-benzyl 2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate (1527519-59-0) → (1S,4S)-2-oxa-5-aza-bicyclo[2.2.1]heptane (279-33-4,547716-11-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 4h;

DOI:10.1016/j.cclet.2013.12.006

Reference yield: 98.0%

2-oxa-5-aza-bicyclo[2.2.1]heptane-5-carboxylic acid tert-butyl ester (127708-09-2,905306-11-8) → 2-oxa-5-aza-bicyclo[2.2.1]heptane (279-33-4,547716-11-0)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate; at 20 ℃; for 5h;

Reference yield:

5-benzyl-2-oxa-5-aza-bicyclo[2.2.1]heptane (31560-05-1) → (1S,4S)-2-oxa-5-aza-bicyclo[2.2.1]heptane (279-33-4,547716-11-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In hydrogenchloride;

DOI:10.1021/jm00286a005

upstream raw materials:

5-benzyl-2-oxa-5-aza-bicyclo[2.2.1]heptane

5-benzoyl-2-oxa-5-aza-bicyclo[2.2.1]heptane

4R-4-hydroxyproline

methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

Downstream raw materials:

2-(5-bromo-pyridin-2-yl)-5-({1S,4S}-2-oxa-5-aza-bicyclo[2.2.1]hept-5-yl)-pentanoic acid (4-bromo-phenyl)-amide

C₃₈H₄₈ClF₂N₃O₃

(S,S)-1-(1-(2-(2-oxa-5-azabicyclo[2.2.1]heptan-5-yl)ethyl)-1H-indazol-5-yl)-4-(benzyloxy)pyridin-2(1H)-one

2-(2-oxa-5-aza-bicyclo[2.2.1]hept-5-yl)-ethanol

Refernces

• 1、 -. "PHENYL AMINO PYRIMIDINE BICYCLIC COMPOUNDS AND USES THEREOF". . . Retrieved 2014/01/17.
• 2、 -. "Substituted benzothiazole amide derivatives". . . Retrieved 2008/06/13.