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ChemicalBook >> CAS DataBase List >>(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one

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

(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one Structure
(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one structure
CAS No.
130931-83-8
Chemical Name:
(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one
Synonyms
(+)-VINCE'S LACTAM;(1S)-(+)-2-AzabicycL;(+)-2-AZABICYCLO[2,2,1]HEPT-5-EN-3-ONE;(1S,4R)-3-azabicyclo[2.2.1]hept-5-en-2-one;(1R,4S)-3-Azabicyclo[2.2.1]hept-5-en-2-one;(1S)-(+)-2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONE;(1S,4R)-2-AZA-BICYCLO[2.2.1]HEPT-5-EN-3-ONE;2-Azabicyclo[2.2.1]hept-5-en-3-one,(1S,4R)-;(1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one >=98%;(1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one
CBNumber:
CB4196945
Molecular Formula:
C6H7NO
Molecular Weight:
109.13
MDL Number:
MFCD00211275
MOL File:
130931-83-8.mol
MSDS File:
SDS
Last updated:2026-01-13 11:19:23
Product description Number Pack Size Price
(1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one ≥98% 441287 1g $262
(1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one ≥98% 441287 5g $732
(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one A965403 50mg $45
(1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one OR315003 1g $53
(1S,4R)-2-Azabicyclo[2.2.1]hept-5-en-3-one >97.0% CS-W001398 5g $96
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(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one 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. under inert gas (nitrogen or Argon) at 2-8°C
pka 15.48±0.20(Predicted)
form powder
color Off-white
optical activity [α]20/D +565°, c = 1 in chloroform
InChI InChI=1S/C6H7NO/c8-6-4-1-2-5(3-4)7-6/h1-2,4-5H,3H2,(H,7,8)/t4-,5+/m0/s1
InChIKey DDUFYKNOXPZZIW-CRCLSJGQSA-N
SMILES [C@]12([H])C[C@]([H])(C=C1)C(=O)N2
CAS DataBase Reference 130931-83-8(CAS DataBase Reference)
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
HS Code  2914290090
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 441287 (1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one ≥98% 130931-83-8 1g $262 2025-07-31 Buy
Sigma-Aldrich 441287 (1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one ≥98% 130931-83-8 5g $732 2025-07-31 Buy
TRC A965403 (1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one 130931-83-8 50mg $45 2021-12-16 Buy
Apolloscientific OR315003 (1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one 130931-83-8 1g $53 2021-12-16 Buy
ChemScene CS-W001398 (1S,4R)-2-Azabicyclo[2.2.1]hept-5-en-3-one >97.0% 130931-83-8 5g $96 2021-12-16 Buy
Product number Packaging Price Buy
441287 1g $262 Buy
441287 5g $732 Buy
A965403 50mg $45 Buy
OR315003 1g $53 Buy
CS-W001398 5g $96 Buy

(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one Chemical Properties,Uses,Production

Chemical Properties

OFF-WHITE TO BEIGE CRYSTALLINE POWDER

Uses

This lactam and its antipode are precursors to the enantiomers of the carbocyclic nucleoside carbovir. It has been demonstrated that (-)-carbovir is a potent inhibitor of HIV-1 and based on clinical trials it could become an alternative to AZT. AZT is a trademark of The Wellcome Foundation Ltd.

Synthesis

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

157810-20-3

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

49805-30-3

GENERAL METHOD: Unreacted N-hydroxymethyl-γ-lactams (1S,4R)-1 and (1R,4S)-2 (20 mg, 0.14 mmol) were dissolved in methanol (2 mL). Subsequently, ammonium hydroxide (2 mL) was added and the reaction mixture was stirred at room temperature for 4 hours. Upon completion of the reaction, the solvent was removed by rotary evaporator and the residue was purified by silica gel column chromatography, using ethyl acetate as eluent, to afford white crystals of (1S,4R)-3 [15 mg, 95%; [α]D25 = +545 (c 0.3, CHCl3), ee = 99%; literature value 13: [α]D25 = +549 (c 0.26, CHCl3), ee > 99%; melting point 95-98°C (recrystallized from i-Pr2O), literature value 13: 97-100°C] or (1R,4S)-4 [15 mg, 93%; [α]D25 = +125.5 (c 0.55, CHCl3), ee = 96%; literature value 13: [α]D25 = +158 (c 0.45, CHCl3), ee > 99%; melting point 78-81°C (recrystallized from i-Pr2O), literature value 13: 78-81°C]. （1H NMR (400 MHz, CDCl3, 25 °C, TMS) data for (1S,4R)-3: δ = 2.18-2.43 (m, 2H, CH2); 3.18-3.24 (m, 1H, CHCO); 4.30-4.37 (m, 1H, CHNH); 6.05 (br s, 1H, NH); 6.63-6.82 ( m, 2H, CH=CH). Elemental analysis: calculated values (C6H7NO): C, 66.04; H, 6.47; N, 12.84; measured values: C, 66.12; H, 6.38; N, 12.82. 1H NMR (400 MHz, CDCl3, 25 °C, TMS) data for (1R,4S)-4: δ = 1.33-1.97 (m, 6H, 3 × CH2) ; 2.76-2.85 (m, 1H, CHCO); 3.04 (br s, 1H, NH); 3.95-4.08 (m, 1H, CHNH). Elemental analysis: calculated values (C6H9NO): C, 64.84; H, 8.16; N, 12.60; measured values: C, 64.81; H, 8.13; N, 12.68.

References

[1] Tetrahedron Asymmetry, 2016, vol. 27, # 16, p. 729 - 731
[2] Tetrahedron Asymmetry, 1996, vol. 7, # 8, p. 2381 - 2386
[3] Tetrahedron: Asymmetry, 1994, vol. 5, # 7, p. 1155 - 1156

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

Raw materials

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

Preparation Products

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one Cyclopentanecarboxylic acid, 3-amino-, methyl ester, (1S,3R)- (9CI) 2-Azabicyclo[2.2.1]heptan-3-one 2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 3-oxo-, 1,1-dimethylethyl ester, (1S)-

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

Global( 175)Suppliers
Supplier Tel Email Country ProdList Advantage
Hefei Lbao Physical & Chemical Science Co.,Ltd 		+1-5184799099 lbaochemicals@gmail.com China 674 58
Capot Chemical Co.,Ltd. 		+86-（0）57185586718; +8613336195806 sales@capot.com China 29735 60
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29831 58
Jinan Carbotang Biotech Co.,Ltd. 		+8615866703830 figo.gao@foxmail.com China 8497 58
Alchem Pharmtech,Inc. 		8485655694 sales@alchempharmtech.com United States 63687 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 49977 58
Shanxi Xuanran Import and Export Trade Co., Ltd. 		+8617735180244 mike_yan@xuanranglobal.com CHINA 4017 58
Finetech Industry Limited 		+86-27-8746-5837 +8619945049750 info@finetechnology-ind.com China 9629 58
Hefei Hirisun Pharmatech Co., Ltd 		+8615056975894 shawn@hirisunpharm.com CHINA 9911 58
Dayang Chem (Hangzhou) Co.,Ltd. 		+86-0571-88938639 +8617705817739 info@dycnchem.com China 52846 58
Supplier Advantage
Hefei Lbao Physical & Chemical Science Co.,Ltd 		58
Capot Chemical Co.,Ltd. 		60
career henan chemical co 		58
Jinan Carbotang Biotech Co.,Ltd. 		58
Alchem Pharmtech,Inc. 		58
CONIER CHEM AND PHARMA LIMITED 		58
Shanxi Xuanran Import and Export Trade Co., Ltd. 		58
Finetech Industry Limited 		58
Hefei Hirisun Pharmatech Co., Ltd 		58
Dayang Chem (Hangzhou) Co.,Ltd. 		58

View Lastest Price from (1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(1S,4R)-2-Azabicyclo[2.2.1]hept-5-en-3-one pictures 2026-02-28 (1S,4R)-2-Azabicyclo[2.2.1]hept-5-en-3-one
130931-83-8
 US $0.00 / kg 1kg 98% Customise Hefei Lbao Physical & Chemical Science Co.,Ltd
(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one pictures 2025-12-01 (1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one
130931-83-8
 US $0.00-0.00 / KG 1KG 98.0% 10000KGS Shaanxi Dideu New Materials Co. Ltd
(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one pictures 2019-07-06 (1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one
130931-83-8
 US $1.00 / kg 1kg 99% Customized Career Henan Chemical Co

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

(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one(130931-83-8)1HNMR(1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one(130931-83-8)IR

130931-83-8((1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one)Related Search:

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1of4

(1S,4R)-2-AZA-BICYCLO[2.2.1]HEPT-5-EN-3-ONE (1S)-(+)-2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONE (1S)-(+)-2-AZABICYCLO(2.2.1)HEPT-5-EN-3- ONE, 98+% (99% EE/HPLC) (+)-2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONE 98% 95+% E.E. (+)-VINCE'S LACTAM (1R,4S)-3-Azabicyclo[2.2.1]hept-5-en-2-one 2-Azabicyclo[2.2.1]hept-5-en-3-one,(1S,4R)- (1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one >=98% (1S)-(+)-2-AzabicycL (+)-2-AZABICYCLO[2,2,1]HEPT-5-EN-3-ONE (1S,4R)-3-azabicyclo[2.2.1]hept-5-en-2-one (+)-2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONE,98%,>9 5% EE (1S,4R)-2-Azabicyclo[2.2.1]hept-5-en-3-one / (+)-Vince Lactam (1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one 130931-83-8 Lactams Organic Building Blocks Chiral Building Blocks Asymmetric Synthesis Heterocycle-other series Chiral Building Blocks Lactams Organic Building Blocks API