(+)-EPIBATIDINE

Base Information

• Chemical Name: (+)-EPIBATIDINE
• CAS No.: 152885-09-1
• Molecular Formula: C₁₁H₁₃ClN₂*ClH
• Molecular Weight: 245.152
• Mol file: 152885-09-1.mol

Synonyms:7-Azabicyclo[2.2.1]heptane,2-(6-chloro-3-pyridinyl)-, monohydrochloride, (1R-exo)- (9CI); (+)-Epibatidinehydrochloride; (1R,2R,4S)-Epibatidine hydrochloride

Chemical Property of (+)-EPIBATIDINE

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Hazard Codes: T+
• Statements: 27/28
• Safety Statements: 28-36/37-45

MSDS Files:

Useful:

Technology Process of (+)-EPIBATIDINE

There total 26 articles about (+)-EPIBATIDINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(1R,2R,4S)-2-(6-Chloro-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane-7-carboxylic acid tert-butyl ester → (+)-epibatidine hydrochloride (152885-09-1,162885-01-0,166374-43-2)

Guidance literature:

With hydrogenchloride; In ethyl acetate;

DOI:10.1039/c39930001216

Reference yield: 100.0%

(1R,2R,4S)-2-(6-Chloro-pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane-7-carboxylic acid tert-butyl ester → (-)-epibatidine hydrochloride (152885-09-1,162885-01-0,166374-43-2)

Guidance literature:

With hydrogenchloride; In ethyl acetate;

DOI:10.1039/c39930001216

Reference yield:

2-choro-5-iodopyridine (69045-79-0) → (+)-epibatidine hydrochloride (152885-09-1,162885-01-0,166374-43-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) n-BuLi / 1.) Et₂O, THF, -70 deg C

2: 1.) KH / 1.) THF, from 0 deg C to RT, 2.) THF, 0 deg C

3: toluene / 2 h / 110 °C

4: H₂ / PtO₂ / ethyl acetate / 2068.6 Torr

5: t-BuOK / 2-methyl-propan-2-ol / 30 h / 100 °C

7: 100 percent / HCl / ethyl acetate

With hydrogenchloride; n-butyllithium; potassium tert-butylate; hydrogen; potassium hydride; platinum(IV) oxide; In ethyl acetate; toluene; tert-butyl alcohol;

DOI:10.1039/c39930001216

upstream raw materials:

2-choro-5-iodopyridine

(1S,2S,4R)-7-Aza-bicyclo[2.2.1]heptan-2-ol

(exo)-7-(1,1-dimethylethoxycarbonyl)-7-azabicyclo[2.2.1]heptan-2-one

7-tart-butoxycarbonyl-2-(2-chloro-5-pyridyl)-7-azabicyclo[2.2.1]hept-2-ene