Title:
1-AZIDOINDAN-2-OL DERIVATIVE
Document Type and Number:
Japanese Patent JP3918956
Kind Code:
B2
Abstract:
PROBLEM TO BE SOLVED: To obtain a new 1-azidoindan-2-ol derivative useful as an intermediate for producing variety of physiologically active substances, etc.
SOLUTION: This new 1-azidoindan-2-ol derivative comprises both trans-1- azidoindan-2-ol derivative of formula I, e.g. (±)-trans-1-azidoindan-2-ol, and cis-1-azidoindan-2-ol derivative of formula II, e.g. (+)-(1S, 2R)-cis-1-azidoindan-2- ol. The compound of formula I is, for example, obtained by reacting indene with N-bromosuccinimide and forming a bromohydrin in an aqueous terahydrofuran, further forming an epoxide by a ring-closing reaction of the bromohydrin by using an alkali such as NaOH and reacting the resultant epoxide with an azide compound. Further, an optical resolution of the compound of formula I is performed by a transesterification reaction thereof with a fatty acid vinyl ester by using a lipase to provide the compound of formula II. The reaction is performed by using an organic solvent not inhibiting the activities of the lipase at 10-100°C for 1-300hr and a hydration, etc., of the resultant product is performed under a basic condition.
Inventors:
Kunio Ogasawara
Application Number:
JP7026396A
Publication Date:
May 23, 2007
Filing Date:
March 26, 1996
Export Citation:
Assignee:
Chisso Co., Ltd.
International Classes:
C07C247/14; C07B53/00; (IPC1-7): C07C247/14; //C07M7:00; C07M9:00
Other References:
A. MITROCHKINE et al,Tetrahedron Asymmetry,1995年,vol.6, no.1,p.59-62
M. TAKAHASHI et al,Chem. Pharm. Bull,1995年,vol.43, no.9,p.1585-1587
I. W. DAVIES et al,Tetrahedron Letters,1995年,vol.36, no.42,p.7619-7622
L. E. FREDENBURGH et al,Tetrahedron Letters,1995年,vol.36, no.23,p.3993-3996
日本化学会編,第4版 実験化学講座20 有機合成II,丸善株式会社発行,1992年,第52頁-第53頁
M. TAKAHASHI et al,Chem. Pharm. Bull,1995年,vol.43, no.9,p.1585-1587
I. W. DAVIES et al,Tetrahedron Letters,1995年,vol.36, no.42,p.7619-7622
L. E. FREDENBURGH et al,Tetrahedron Letters,1995年,vol.36, no.23,p.3993-3996
日本化学会編,第4版 実験化学講座20 有機合成II,丸善株式会社発行,1992年,第52頁-第53頁
Attorney, Agent or Firm:
Takenaga Kawakita