2743-90-0|ib (R, S)-ANATABINE

Taw qhia
(R, S)-Anatabine yog ib qho me me luam yeeb alkaloid pom nyob rau hauv cov nroj tsuag Solanaceae thiab tuaj yeem siv los ua ib qho cim tshwj xeeb rau kev tshawb nrhiav kev haus luam yeeb.

Specification ntawm CAS: 2743-90-0 (R,S)-ANATABINE

Synthesis ntawmCAS: 2743-90-0 (R,S)-ANATABINE Nr

N-(prop-2-en-1-yl)-1-(pyridin-3-yl)tab sis-3-en-1-amine (5) (58.0 mg, 0.31 mmol) tau yaj hauv anhydrous CH2Cl2 (3 mL) ). p-Toluenesulfonic acid monohydrate (118 mg, 0.62 mmol) tau ntxiv thiab sib tov sib xyaw rau 10 feeb. Grubbs 'thib ob-tiam catalyst (NHC)(PCy3)Cl2Ru = CHR (25.5 mg, 0.030 mmol, 10 mol %) tau ntxiv thiab cov txiaj ntsig sib xyaw yog nplawm ntawm chav tsev kub rau 18 teev. Cov kuab tshuaj tau evaporated thiab cov residue yaj hauv EtOAc (30 mL) thiab 1 M HCl (10 mL) thiab cov theem tau sib cais. Cov txheej txheem organic tau muab rho tawm ntxiv nrog 1 M HCl (3 × 10 mL). Cov khaubncaws sab nraud povtseg ua ke tau ua alkaline (pH = 14) los ntawm kev ntxiv NaOH(s). Cov tshuaj tseem ceeb tau muab rho tawm nrog EtOAc (4 × 10 mL). Cov txheej txheem organic tau muab tso ua ke, qhuav dhau anhydrous Na2SO4, lim thiab ua kom pom tseeb kom tawm los ntawm cov khoom siv raw uas yog thawj zaug nplawm nrog cov pa roj carbon activated thiab tom qab ntawd ua kom huv los ntawm flash chromatography (eluent: EtOAc:MeOH 95:5 + 1% Et3N, nruab nrab alumina. ) yielding antabine (29.8 mg, 0.19 mmol, 60%) raws li cov roj daj.

Siv:

Saloranta, Tiina;Leino, Rau

[Tetrahedron Letters, 2011, vol. 52, nr 36, p. 4619 - 4621 ib.

Cim npe nrov: 2743-90-0,(r,s)-anatabine, nqe, hais, luv nqi, hauv Tshuag, kev muag