(1S,4R)-2-Azabicyclo[2.2.1]heptan-3-one

Base Information

• Chemical Name: (1S,4R)-2-Azabicyclo[2.2.1]heptan-3-one
• CAS No.: 134003-03-5
• Molecular Formula: C6H9 N O
• Molecular Weight: 111.14
• Hs Code.: 29339980
• DSSTox Substance ID: DTXSID10928387
• Nikkaji Number: J2.654.328B
• Wikidata: Q82903167
• Mol file: 134003-03-5.mol

Synonyms:(1S,4R)-2-AZABICYCLO[2.2.1]HEPTAN-3-ONE;134003-03-5;(1R,4S)-3-azabicyclo[2.2.1]heptan-2-one;SCHEMBL420151;DTXSID10928387;UIVLZOWDXYXITH-UHNVWZDZSA-N;MFCD01320867;AKOS017344746;2-Azabicyclo[2.2.1]hept-2-en-3-ol;AS-42674;CS-0131290;A853107;(1beta,4beta)-2-Azabicyclo[2.2.1]heptane-3-one

Chemical Property of (1S,4R)-2-Azabicyclo[2.2.1]heptan-3-one

Chemical Property:

• Vapor Pressure: 0.00215mmHg at 25°C
• Melting Point: 76.2 °C
• Refractive Index: 1.4729 (estimate)
• Boiling Point: 289.8°Cat760mmHg
• Flash Point: 160.9°C
• PSA: 29.10000
• Density: 1.137g/cm³
• LogP: 0.61370
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 111.068413911
• Heavy Atom Count: 8
• Complexity: 133

Purity/Quality:

97% ^*data from raw suppliers

(1S,4R)-2-AZABICYCLO[2.2.1]HEPTAN-3-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1C(=O)N2
• Isomeric SMILES: C1C[C@H]2C[C@@H]1C(=O)N2

Technology Process of (1S,4R)-2-Azabicyclo[2.2.1]heptan-3-one

There total 6 articles about (1S,4R)-2-Azabicyclo[2.2.1]heptan-3-one 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%

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one (79200-56-9) → (+)-2-Azabicyclo<2.2.1>heptan-3-one (134003-03-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 5h; atmospheric pressure;

DOI:10.1021/ja050732x

Reference yield: 87.0%

(-)-6endo,7anti-Dibromo-2-azabicyclo<2.2.1>heptan-3-one (95936-41-7,134003-01-3) → (+)-2-Azabicyclo<2.2.1>heptan-3-one (134003-03-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 5h; Heating;

Reference yield:

rac-(1R,4S)-2-azabicyclo[2.2.1]hept-5-en-3-one → (1R,3S)-3-aminocyclopentanecarboxylic acid (71830-08-5) + (+)-2-Azabicyclo<2.2.1>heptan-3-one (134003-03-5) + (-)-2-Azabicyclo<2.2.1>heptan-3-one (134003-02-4)

Guidance literature:

With water; lipase B from Candida antarctica; In isopropyl alcohol; at 60 ℃; for 48h; Enzymatic reaction;

DOI:10.1016/j.tetasy.2016.06.019

upstream raw materials:

(-)-6endo,7anti-Dibromo-2-azabicyclo<2.2.1>heptan-3-one

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one

2-Azabicyclo[2.2.1]heptan-3-one

Downstream raw materials:

(1R,4S)-3-{(3S)-3-azido-3-phenylpropyl}-3-azabicyclo[2.2.1]heptan-2-one

C₇H₁₃NO₂

tert-butyl (1R,4S)-(-)-3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

(1R,3S)-methyl 3-aminocyclopentanecarboxylate hydrochloride