((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

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CAS:79200-56-9
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((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one manufacturers

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one Basic information
Product Name:((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one
Synonyms:(1R)-(-)-2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONE;(1R,4S)-2-AZA-BICYCLO[2.2.1]HEPT-5-EN-3-ONE;(-)-VINCE'S LACTAM;(1R)-(-)-2-AZABICYCLO(2.2.1)HEPT-5-EN-3- ONE, 98+% (99% EE/HPLC);(-)-Vince lactam;(1R)-(-)-2-Azabicyclo[2.2.1]hept-5-en-3-one,98%,> 95%ee;(1R)-(-)-2-Azabicyclo[2.2.1]hept-5-en-3-one ,98%;(-)-2-Azabicyclo[2.2.1]hept-5-en-3-one, > 95% ee
CAS:79200-56-9
MF:C6H7NO
MW:109.13
EINECS:418-530-1
Product Categories:Chiral Reagents;Heterocycles;Intermediates;Heterocycle-other series;Antiviral Agents;Chiral Building Blocks;Lactams;Organic Building Blocks
Mol File:79200-56-9.mol
((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one Structure
((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one Chemical Properties
Melting point 94-97 °C(lit.)
Boiling point 319.3±0.0 °C(Predicted)
density 1.198±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
pka15.48±0.20(Predicted)
form Crystals or Crystalline Powder
color Off-white to beige
Optical Rotation[α]20/D 565°, c = 1 in chloroform
BRN 4230721
InChIInChI=1S/C6H7NO/c8-6-4-1-2-5(3-4)7-6/h1-2,4-5H,3H2,(H,7,8)/t4-,5+/m1/s1
InChIKeyDDUFYKNOXPZZIW-UHNVWZDZSA-N
SMILES[C@@]12([H])C[C@@]([H])(C=C1)C(=O)N2
CAS DataBase Reference79200-56-9
Safety Information
Hazard Codes Xn
Risk Statements 22-41-43
Safety Statements 24-26-37/39
WGK Germany 1
HS Code 29337900
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Skin Sens. 1
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one Usage And Synthesis
Chemical PropertiesOFF-WHITE TO BEIGE CRYSTALS OR CRYSTALLINE POWDER
Uses(1R)-(-)-2-Azabicyclo[2.2.1]hept-5-en-3-one can be used as a precursor to prepare:
  • Amino-peramivir, a potent neuraminidase inhibitor.
  • Five membered analogs of 4-amino-5-halopentanoic acids as potential GABA aminotransferase (GABA-AT) inactivators.

Uses((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one is an abacavir intermediate. It is used as an intermediate in the synthesis of carbocyclic sugar amines, carbanucleosides, and carbocyclic dinucleotide analogues.
General Description(1R)-(-)-2-Azabicyclo[2.2.1]hept-5-en-3-one is a bicyclic γ-lactam.
Tag:((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one(79200-56-9) Related Product Information
Spironolactone BETA-BUTYROLACTONE (1R)-(+)-ALPHA-PINENE D-(+)-Glucono-1,5-lactone 2-Azabicyclo[2.2.1]hept-5-en-3-one ((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

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