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1. (WO2017063327) NOVEL C-SPIRO-O-GLYCOSIDE COMPOUND INTERMEDIATE AND PREPARATION METHOD THEREFOR
Latest bibliographic data on file with the International Bureau   

Pub. No.: WO/2017/063327 International Application No.: PCT/CN2016/075768
Publication Date: 20.04.2017 International Filing Date: 07.03.2016
IPC:
C07C 43/225 (2006.01) ,C07C 41/18 (2006.01) ,C07C 45/45 (2006.01) ,C07C 49/84 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
43
Ethers; Compounds having groups, groups or groups
02
Ethers
20
having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
225
containing halogen
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
41
Preparation of ethers; Preparation of compounds having groups, groups or groups
01
Preparation of ethers
18
by reactions not forming ether-oxygen bonds
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
45
Preparation of compounds having CO groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
45
by condensation
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
49
Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
76
Ketones containing a keto group bound to a six-membered aromatic ring
84
containing ether groups, groups, groups, or groups
Applicants: SHANGHAI INSTITUTE OF TECHNOLOGY[CN/CN]; No. 120, Caobao Road, Xuhui District Shanghai 200235, CN
SHANGHAI XINPING MEDICALSCIENCE&TECHNOLOGY CO. LTD[CN/CN]; Room 2117, No. 759, Yinhang Road, Yangpu District Shanghai 200082, CN
Inventors: WU, Yuelin; CN
SUO, Qi; CN
WANG, Zimei; CN
Agent: CHANGZHOU BAIYETENGFEI PATENT AGENCY(GENERAL PARTNERSHIP); 4th Floor, Tianhong Science&Technology Building A, Changzhou Science & Education Town, 801 Changwu Middle Rd, Wujin District Changzhou, Jiangsu 213164, CN
Priority Data:
201510665756.215.10.2015CN
Title (EN) NOVEL C-SPIRO-O-GLYCOSIDE COMPOUND INTERMEDIATE AND PREPARATION METHOD THEREFOR
(FR) NOUVEAU COMPOSÉ INTERMÉDIAIRE DE C-SPIRO-O-GLYCOSIDE ET SON PROCÉDÉ DE PRÉPARATION
(ZH) 一类全新的C-螺环-O-糖苷化合物中间体及其制备方法
Abstract:
(EN) The present invention provides a novel C-spiro-O-glycoside compound intermediate having a structural formula as shown in formula I. Also provided is a preparation method for the novel C-spiro-O-glycoside compound intermediate, comprising: first preparing 6-methyl-2-oxocyclohexyl-3-enecarboxylate; then preparing 3-bromo-6-methylsalicylic acid methyl ester; then preparing 2-methoxy-3-bromo-6-methylbenzoate; then preparing 2-methoxy-3-bromo-6-methylbenzoic acid; then preparing 3-bromo-methoxy-6-methyl-N, O-dimethyl hydroxybenzamide; then preparing (3-bromo-2-methoxy-6-methylphenyl)(4'-substituent benzyl)methanone; and then preparing (3-bromo-2-methoxy-6-methylphenyl)(4'-substituent benzyl)methane. The present invention avoids the formation of ortho/para isomers, and achieves a yield higher than 90%.
(FR) La présente invention concerne un nouveau composé intermédiaire de C-spiro-O-glycoside présentant une formule développée comme celle représentée par la formule I. L'invention concerne également un procédé de préparation de ce nouveau composé intermédiaire de C-spiro-O-glycoside, consistant : à préparer tout d'abord du carboxylate de 6-méthyl-2-oxocyclohexyl-3-ène ; puis à préparer de l'ester méthylique d'acide 3-bromo-6-méthylsalicylique ; puis à préparer du benzoate de 2-méthoxy-3-bromo-6-méthyle ; puis à préparer de l'acide 2-méthoxy-3-bromo-6-méthyl-benzoïque ; puis à préparer du 3-bromo-méthoxy-6-méthyl-N,O-diméthylhydroxybenzamide ; puis à préparer de la (3-bromo-2-méthoxy-6-méthylphényl)(benzyle 4'-substitué)méthanone ; puis à préparer du (3-bromo-2-méthoxy-6-méthylphényl)(benzyle 4'-substitué)méthane. La présente invention permet d'éviter la formation d'isomères ortho/para, et permet d'obtenir un rendement supérieur à 90 %.
(ZH) 本发明提供了一类全新的C-螺环-O-糖苷化合物中间体,其结构式如式I所示:还提供了上述的一类全新的C-螺环-O-糖苷化合物中间体的制备方法,先制备6-甲基-2-氧代环己基-3-烯甲酸甲酯;再制备3-溴-6-甲基水杨酸甲酯;再制备2-甲氧基-3-溴-6甲基苯甲酸甲酯;再制备2-甲氧基-3-溴-6-甲基苯甲酸;再制备3-溴-2-甲氧基-6-甲基-N,O-二甲基羟苯甲酰胺;再制备(3-溴-2-甲氧基-6-甲基苯基)(4'-取代基苯基)甲酮;再制备(3-溴-2-甲氧基-6-甲基苯基)(4'-取代基苯基)甲烷。本发明避免了邻对位异构体的形成,同时收率也高于90%。
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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, 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, KN, KP, KR, 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 Office (AM, AZ, BY, KG, KZ, RU, TJ, TM)
European Patent Office (EPO) (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: Chinese (ZH)
Filing Language: Chinese (ZH)