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2-Azabicyclo[2.2.1]hept-5-en-3-one

Product Introduction

2-Azabicyclo[2.2.1]hept-5-en-3-one Basic information

Product Name:	2-Azabicyclo[2.2.1]hept-5-en-3-one
Synonyms:	(+/-)-2-Azabicyclo[2.2.1]hept-;2-AZABICYCLO(2.2.1)HEPT-5-EN-3-ONE, (VINCE LACTAM);2-Azabicyclo(2,2,1,)hept-5-en-3-on;Vince Lactam (2-azabicyclo[2.2.1]hept-5-en-3-one);2-AZABICYCLO(2.2.1)HEPT-5-EN-3-ONE, 99% (VINCE LACTAM);(±)-2-Azabicyclo[2.2.1]hept-5-en-3-one, 4-Amino-2-cyclopentene-1-carboxylic acid lactam;3-Azabicyclo[2.2.1]hepta-5-ene-2-one;(±)-2-Azabicyclo[2.2.1]hept-5-en-3-one,98%
CAS:	49805-30-3
MF:	C6H7NO
MW:	109.13
EINECS:	421-830-3
Product Categories:	Cyanogen chloride derivatives;Hydrocyanic acid derivatives;(intermediate of abacavir);Heterocycles;Intermediates;Fused Ring Systems;3
Mol File:	49805-30-3.mol

2-Azabicyclo[2.2.1]hept-5-en-3-one Chemical Properties

Melting point	54-58 °C(lit.)
Boiling point	102-106 °C0.25 mm Hg(lit.)
density	1.1143 (rough estimate)
vapor pressure	0.3-1.06Pa at 25-40℃
refractive index	1.5040 (estimate)
Fp	>230 °F
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	soluble in Methanol
pka	15.48±0.20(Predicted)
form	Crystalline Powder
color	Off-white to beige
Water Solubility	>1000 g/L (23 ºC)
BRN	508342
InChIKey	DDUFYKNOXPZZIW-UHFFFAOYSA-N
LogP	-0.14 at 20℃
Surface tension	69.9mN/m at 1g/L and 20℃
CAS DataBase Reference	49805-30-3(CAS DataBase Reference)

Safety Information

Hazard Codes	Xi,Xn
Risk Statements	36/37/38-43-22
Safety Statements	26-36-36/37
WGK Germany	1
HS Code	29337900

MSDS Information

Provider	Language
SigmaAldrich	English
ACROS	English

2-Azabicyclo[2.2.1]hept-5-en-3-one Usage And Synthesis

Chemical Properties	solid
Uses	Intermediate for pharmaceuticals. Product Data Sheet
Uses	2-Azabicyclo[2.2.1]hept-5-en-3-one was used in: preparation of (3aS,4R,6R,6aR)-6-((methoxy-methoxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine, a precursor of analog of bredinin synthesis of therapeutic drugs chemoenzymatic synthesis of (?)-carbovir
Uses	Abacavir intermediate. 2-Azabicyclo[2.2.1]hept-5-en-3-one is used as an intermediate in the synthesis of carbocyclic sugar amines, carbanucleosides, and carbocyclic dinucleotide analogues.
General Description	2-Azabicyclo[2.2.1]hept-5-en-3-one is also referred as vince lactam. It is a versatile intermediate in the synthesis of carbocyclic nucleosides. 2-Azabicyclo[2.2.1]hept-5-en-3-one and its monohydrated complex was investigated in a supersonic jet by Fourier transform microwave spectroscopy.

2-Azabicyclo[2.2.1]hept-5-en-3-one Preparation Products And Raw materials

Raw materials

Sodium hydroxide-->Dichloromethane-->Acetic acid-->PETROLEUM ETHER-->Magnesium sulfate-->1,3-Cyclopentadiene-->Dicyclopentadiene-->Tosyl cyanide

Preparation Products

(-)-(1S,4R)-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID-->((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one-->RaceMic tert-butyl 3,6-diazabicyclo[3.2.1]octane-6-carboxylate-->(1S-cis)-4-Amino-2-cyclopentene-1-methanol-->Tert-Butyl2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate-->(+)-(1S,3R)-N-BOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID-->5,6-Dihydroxy-2-Azabicyclo[2.2.1]Heptan-3-One-->1-Cyclopentene-1-carboxylic acid, 4-[[(1,1-diMethylethoxy)carbonyl]aMino]-, Methyl ester

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