Product

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

CAS No.：79200-56-9

Other grades of this product :

((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;Antiviral Agents;Chiral Building Blocks;Intermediates;Heterocycle-other series;Lactams;Organic Building Blocks
Mol File:	79200-56-9.mol

((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)
pka	15.48±0.20(Predicted)
form	Crystals or Crystalline Powder
color	Off-white to beige
optical activity	[α]20/D 565°, c = 1 in chloroform
BRN	4230721
InChIKey	DDUFYKNOXPZZIW-UHNVWZDZSA-N
CAS DataBase Reference	79200-56-9

Safety Information

Hazard Codes	Xn
Risk Statements	22-41-43
Safety Statements	24-26-37/39
WGK Germany	1
HS Code	29337900

MSDS Information

Provider	Language
SigmaAldrich	English
ACROS	English

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

Chemical Properties	OFF-WHITE TO BEIGE CRYSTALS OR CRYSTALLINE POWDER
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.
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.
General Description	(1R)-(-)-2-Azabicyclo[2.2.1]hept-5-en-3-one is a bicyclic γ-lactam.

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one Preparation Products And Raw materials

Raw materials	Ethanol-->Ethyl acetate-->Tetrahydrofuran-->Potassium carbonate-->Ammonium hydroxide-->Paraformaldehyde-->Diisopropyl ether-->tert-Butyl methyl ether-->1,3-Cyclopentadiene-->Vinyl acetate-->Lipase-->Cyanogen bromide-->Sodium p-toluenesulfonate-->10,11-Dimethoxystrychnine-->(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one-->2-Azabicyclo[2.2.1]hept-5-en-3-one
Preparation Products	(1R,3S)-3-Aminocyclopentanecarboxylic acid-->(1R,4S)-4-Aminocyclopent-2-enecarboxylic acid-->(1S-cis)-4-Amino-2-cyclopentene-1-methanol-->(S)-4-((tert-butoxycarbonyl)amino)cyclopent-1-enecarboxylic acid

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