Title:
AMINE DERIVATIVE FIXED TO RESIN AND METHOD FOR SYNTHESIZING $g(b)-AMINOCARBONYL COMPOUND IN A SOLID PHASE
Document Type and Number:
WIPO Patent Application WO/1999/046239
Kind Code:
A1
Abstract:
An imine fixed to a resin characterized in that it is represented by the following formula: P-Q-N=CH-R wherein P represents a main chain of a polymer constituting the resin, Q represents a hydrocarbon side chain optionally substituted with a substituent which may be bonded via a heteroatom and R represents an optionally substituted hydrocarbon group or a heterocyclic group, and a $g(b)-aminocarbonyl compound fixed to a resin represented by formula (II) are provided. The $g(b)-aminocarbonyl compound fixed to a resin is a $g(b)-aminocarbonyl compound being handled in a solid form. An amine fixed to a resin which is a key compound for a solid state synthesis of this type and represented by the following formula: P-Q¿1?-O-Q¿2?-NH¿2?, wherein Q¿1? and Q¿2? are each a hydrocarbon chain selected from among an arylene group, an alkylarylene group and an arylenealkylene group, is also provided, which allows the synthesis of $g(b)-aminocarbonyl compound by application of an iminoaldol reaction in a solid phase.
More Like This:
Inventors:
KOBAYASHI SHU (JP)
AOKI YOJI (JP)
AOKI YOJI (JP)
Application Number:
PCT/JP1999/001221
Publication Date:
September 16, 1999
Filing Date:
March 12, 1999
Export Citation:
Assignee:
JAPAN SCIENCE & TECH CORP (JP)
KOBAYASHI SHU (JP)
AOKI YOJI (JP)
KOBAYASHI SHU (JP)
AOKI YOJI (JP)
International Classes:
C07C227/10; C07C227/16; C07C229/06; C07C229/28; C07C229/34; C07C249/02; C07C251/08; C07C251/16; C07C251/24; C07C327/22; C07D213/55; C07D213/74; C08F8/30; C07B61/00; (IPC1-7): C07C251/24; C07C217/58; C07C227/16; C07C229/34; C07D213/74; C07F7/18; C08F8/30; C08G85/00
Other References:
KOBAYASHI, S. AOKI, Y.: "p-Benzyloxybenzylamine (BOBA) Resin. A New Polymer-Supported Amine Used in Solid-Phase Organic Synthesis", TETRAHEDRON LETTERS, PERGAMON, GB, vol. 39, no. 40, 1 October 1998 (1998-10-01), GB, pages 7345 - 7348, XP004133677, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(98)01576-7
KATRITZKY, A.R. XIE, L. ZHANG, G. GRIFFITH, M. WATSON, K. KIELY, J.S.: "Synthesis of Primary Amines via Nucleophilic Addition of Organometallic Reagents to Aldimines on Solid Support", TETRAHEDRON LETTERS, PERGAMON, GB, vol. 38, no. 40, 6 October 1997 (1997-10-06), GB, pages 7011 - 7014, XP004090406, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(97)01639-0
BOYD, E.A. CHAN, W.C. LOH, V.M.: "Multiple Solid Phase Synthesis of (RS)-1-Aminophosphinic Acids", TETRAHEDRON LETTERS, PERGAMON, GB, vol. 37, no. 10, 4 March 1996 (1996-03-04), GB, pages 1647 - 1650, XP004030016, ISSN: 0040-4039, DOI: 10.1016/0040-4039(96)00082-2
KOBAYASHI, S. HACHIYA, I. SUZUKI, S. MORIWAKI, M.: "Polymer-Supported Silyl Enol Ethers. Synthesis and Reactions with Imines for the Preparation of an Amino Alcohol Library", TETRAHEDRON LETTERS, PERGAMON, GB, vol. 37, no. 16, 15 April 1996 (1996-04-15), GB, pages 2809 - 2812, XP004029804, ISSN: 0040-4039, DOI: 10.1016/0040-4039(96)00435-2
DEEGAN, T.L. GOODING, O.W. BAUDART, S. PORCO, J.A. JR.: "Non-Acidic Cleavage of Wang-Derived Ethers From Solid Support: Utilization of a Mixed-Bed Scavenger For DDQ", TETRAHEDRON LETTERS, PERGAMON, GB, vol. 38, no. 28, 14 July 1997 (1997-07-14), GB, pages 4973 - 4976, XP004081272, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(97)01078-2
See also references of EP 1072584A4
KATRITZKY, A.R. XIE, L. ZHANG, G. GRIFFITH, M. WATSON, K. KIELY, J.S.: "Synthesis of Primary Amines via Nucleophilic Addition of Organometallic Reagents to Aldimines on Solid Support", TETRAHEDRON LETTERS, PERGAMON, GB, vol. 38, no. 40, 6 October 1997 (1997-10-06), GB, pages 7011 - 7014, XP004090406, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(97)01639-0
BOYD, E.A. CHAN, W.C. LOH, V.M.: "Multiple Solid Phase Synthesis of (RS)-1-Aminophosphinic Acids", TETRAHEDRON LETTERS, PERGAMON, GB, vol. 37, no. 10, 4 March 1996 (1996-03-04), GB, pages 1647 - 1650, XP004030016, ISSN: 0040-4039, DOI: 10.1016/0040-4039(96)00082-2
KOBAYASHI, S. HACHIYA, I. SUZUKI, S. MORIWAKI, M.: "Polymer-Supported Silyl Enol Ethers. Synthesis and Reactions with Imines for the Preparation of an Amino Alcohol Library", TETRAHEDRON LETTERS, PERGAMON, GB, vol. 37, no. 16, 15 April 1996 (1996-04-15), GB, pages 2809 - 2812, XP004029804, ISSN: 0040-4039, DOI: 10.1016/0040-4039(96)00435-2
DEEGAN, T.L. GOODING, O.W. BAUDART, S. PORCO, J.A. JR.: "Non-Acidic Cleavage of Wang-Derived Ethers From Solid Support: Utilization of a Mixed-Bed Scavenger For DDQ", TETRAHEDRON LETTERS, PERGAMON, GB, vol. 38, no. 28, 14 July 1997 (1997-07-14), GB, pages 4973 - 4976, XP004081272, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(97)01078-2
See also references of EP 1072584A4
Attorney, Agent or Firm:
Nishizawa, Toshio (Udagawa-cho Shibuya-ku Tokyo, Udagawa-cho Shibuya-ku Tokyo, JP)
Download PDF: