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1. (WO2010122774) PROCESSES FOR PRODUCING (1S,6S)- OR (1R,6R)-CIS-2,8-DIAZABICYCLO[4.3.0]NONANE AND INTERMEDIATE THEREOF
Latest bibliographic data on file with the International Bureau   

Pub. No.: WO/2010/122774 International Application No.: PCT/JP2010/002829
Publication Date: 28.10.2010 International Filing Date: 20.04.2010
IPC:
C07D 471/04 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
471
Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/-C07D463/251
02
in which the condensed system contains two hetero rings
04
Ortho-condensed systems
Applicants: OHNUKI, Masatoshi[JP/JP]; JP (UsOnly)
NISHIYAMA, Akira[JP/JP]; JP (UsOnly)
KANEKA CORPORATION[JP/JP]; 2-4, Nakanoshima 3-chome, Kita-ku, Osaka-shi, Osaka 5308288, JP (AllExceptUS)
Inventors: OHNUKI, Masatoshi; JP
NISHIYAMA, Akira; JP
Common
Representative:
KANEKA CORPORATION; 2-4, Nakanoshima 3-chome, Kita-ku, Osaka-shi, Osaka 5308288, JP
Priority Data:
2009-10221320.04.2009JP
Title (EN) PROCESSES FOR PRODUCING (1S,6S)- OR (1R,6R)-CIS-2,8-DIAZABICYCLO[4.3.0]NONANE AND INTERMEDIATE THEREOF
(FR) PROCÉDÉS DE PRODUCTION DE (1S,6S)- OU (1R,6R)-CIS-2,8-DIAZABICYCLO[4.3.0]NONANE ET LEUR INTERMÉDIAIRE
(JA) (1S,6S)または(1R,6R)-シス-2,8-ジアザビシクロ[4.3.0]ノナンおよびその中間体の製造法
Abstract:
(EN) A process for producing (1S,6S)- or (1R,6R)-cis-2,8-diazabicyclo[4.3.0]nonane having a high optical purity which comprises precipitating, as a solid, a salt formed from a (1S,6R)- or (1R,6S)-cis-7,9-dioxo-8-substituent-2,8-diazabicyclo[4.3.0]­nonane derivative and an acid and thereby obtaining the salt having a high diastereomer excess, subsequently reducing the salt, and eliminating the substituent bonded to the 8-position nitrogen atom. By using this process, (1S,6S)- or (1R,6R)-cis-2,8-diazabicyclo[4.3.0]nonane or a salt thereof, which is an important raw material for medicines, can be easily and efficiently produced in the state of having a high optical purity from inexpensive and common starting materials without implementing a complicated procedure.
(FR) La présente invention a pour objet un procédé de production de (1S,6S)- ou (1R,6R)-cis-2,8-diazabicyclo[4.3.0]nonane de pureté optique élevée qui comprend la précipitation, sous la forme d'un solide, d'un sel formé à partir d'un dérivé de (1S,6R)- ou (1R,6S)-cis-7,9-dioxo-8-substituant-2,8- diazabicyclo[4.3.0]nonane et d'un acide et l'obtention de cette manière du sel présentant un excès énantiomérique élevé, suivie de la réduction du sel et de l'élimination du substituant lié à l'atome d'azote en position 8. A l'aide de ce procédé, il est possible de produire facilement et efficacement le (1S,6S)- ou (1R,6R)-cis-2,8-diazabicyclo[4.3.0]nonane ou l'un de ses sels, matière première importante pour des médicaments, dans un état de pureté optique élevée à partir de substances de départ peu coûteuses et courantes sans mettre en œuvre toute une procédure compliquée.
(JA)  本願発明は、(1S,6R)又は(1R,6S)-シス-7,9-ジオキソ-8-置換-2,8-ジアザビシクロ[4.3.0]ノナン誘導体と酸から形成した塩を固体として析出させることにより、高ジアステレオマー過剰率の当該塩を得て、続いて、これを還元、更に8位の窒素原子上にある置換基の脱離を行うことにより、高光学純度の(1S,6S)又は(1R,6R)-シス-2,8-ジアザビシクロ[4.3.0]ノナンを製造する方法に関する。これにより、医薬品の原料として重要な(1S,6S)または(1R,6R)-シス-2,8-ジアザビシクロ[4.3.0]ノナン又はその塩を、煩雑な操作を行うことなく、安価で汎用的な出発原料から簡便且つ効率的に、高光学純度で製造することが可能となる。
Designated States: AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PE, PG, PH, PL, PT, RO, RS, RU, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW
African Regional Intellectual Property Organization (ARIPO) (BW, GH, GM, KE, LR, LS, MW, MZ, NA, SD, SL, SZ, TZ, UG, ZM, ZW)
Eurasian Patent Office (AM, AZ, BY, KG, KZ, MD, RU, TJ, TM)
European Patent Office (EPO) (AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, SE, SI, SK, SM, TR)
African Intellectual Property Organization (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, ML, MR, NE, SN, TD, TG)
Publication Language: Japanese (JA)
Filing Language: Japanese (JA)