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1. (WO2017134984) METHOD FOR PRODUCING 2-METHYLSPIRO (1,3-OXATHIOLANE-5,3') QUINUCLIDINE SULFATE
Latest bibliographic data on file with the International Bureau

Pub. No.: WO/2017/134984 International Application No.: PCT/JP2017/000456
Publication Date: 10.08.2017 International Filing Date: 10.01.2017
IPC:
C07D 497/20 (2006.01) ,C07B 61/00 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
497
Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms
12
in which the condensed system contains three hetero rings
20
Spiro-condensed systems
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
B
GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
61
Other general methods
Applicants:
宇部興産株式会社 UBE INDUSTRIES, LTD. [JP/JP]; 山口県宇部市大字小串1978番地の96 1978-96, Oaza Kogushi, Ube-shi, Yamaguchi 7558633, JP
Inventors:
島 秀好 SHIMA, Hidetaka; JP
小俣 洋治 OMATA, Youji; JP
山本 康仁 YAMAMOTO, Yasuhito; JP
高間 昭 TAKAMA, Akira; JP
米田 康洋 YONEDA, Yasuhiro; JP
Agent:
伊藤 克博 ITO, Katsuhiro; JP
小野 暁子 ONO, Akiko; JP
Priority Data:
2016-01688101.02.2016JP
Title (EN) METHOD FOR PRODUCING 2-METHYLSPIRO (1,3-OXATHIOLANE-5,3') QUINUCLIDINE SULFATE
(FR) PROCÉDÉ DE PRODUCTION DE SULFATE DE 2-MÉTHYLSPIRO (1,3-OXATHIOLANE-5,3') QUINUCLIDINE
(JA) 2-メチルスピロ(1,3-オキサチオラン-5,3')キヌクリジン硫酸塩の製造方法
Abstract:
(EN) The invention provides a method for obtaining 2-methylspiro (1,3-oxathiolane-5,3') quinuclidine sulfate at a high isomer ratio (cis/trans) from 3-hydroxy-3-mercaptomethylquinuclidine without requiring fractionation of isomers or an isomerization step. The invention relates to a method for producing 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine sulfate including a step in which a metal halide and an acetaldehyde compound are mixed and then 3-hydroxy-3-mercaptomethylquinuclidine is mixed and reacted to obtain free 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine, and a step in which the free 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine is brought into contact with sulfuric acid at –5–45°C and thereby converted into 2-methylspiro (1,3-oxathiolane-5,3') quinuclidine sulfate.
(FR) L'invention concerne un procédé d'obtention de sulfate de 2-méthylspiro (1,3-oxathiolane-5,3') quinuclidine selon un rapport élevé d'isomères (cis/trans), à partir de 3-hydroxy-3-mercaptométhylquinuclidine, ledit procédé ne nécessitant pas de fractionnement des isomères ni d'étape d'isomérisation. L'invention concerne un procédé de production sulfate de 2-méthylspiro (1,3-oxathiolane-5,3 ') quinuclidine comprenant une étape dans laquelle un halogénure métallique et un composé d'acétaldéhyde sont mélangés, puis le 3-hydroxy-3-mercaptométhylquinuclidine est mélangé et mis à réagir afin d'obtenir de la 2-méthylspiro (1,3-oxathiolane-5,3 ') quinuclidine libre; et une étape dans laquelle la 2-méthylspiro (1,3-oxathiolane-5,3') quinuclidine libre est amenée en contact avec de l'acide sulfurique à une température comprise entre –5 et –45 °C, et convertie ainsi en sulfate de 2-méthylspiro (1,3-oxathiolane -5,3') quinuclidine.
(JA) 本発明は、3-ヒドロキシ-3-メルカプトメチノレキヌクリジンから、異性体の分別や異性化工程を必要とすることなく、高い異性体比率(シス/トランス)で2-メチルスピロ(1,3-オキサチオラン-5,3')キヌクリジン硫酸塩を得る方法を提供する。本発明は、金属ハロゲン化物及びアセトアルデヒド化合物を混合した後に、3-ヒドロキシ-3-メノレカプトメチルキヌクリジンを更に混合して反応させて、遊離の2-メチルスピロ(1,3-オキサチオラン-5,3')キヌクリジンを得る工程と、前記遊離の2-メチルスピロ(1,3-オキサチオラン5,3')キヌクリジン(2)と硫酸とを-5~45℃で接触させて、2-メチルスピロ(1,3-オキサチオラン5,3')キヌクリジン硫酸塩に変換する工程とを含む、2-メチルスピロ(1,3-オキサチオラン-5,3')キヌクリジン硫酸塩の製造方法に関する。
Designated States: AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IR, IS, JP, KE, KG, KH, KN, KP, KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, 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, RW, SD, SL, ST, SZ, TZ, UG, ZM, ZW)
Eurasian Patent Organization (AM, AZ, BY, KG, KZ, RU, TJ, TM)
European Patent Office (AL, 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, RS, SE, SI, SK, SM, TR)
African Intellectual Property Organization (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, KM, ML, MR, NE, SN, TD, TG)
Publication Language: Japanese (JA)
Filing Language: Japanese (JA)