(+)-N-benzylcytisine

Base Information

• Chemical Name: (+)-N-benzylcytisine
• CAS No.: 807310-56-1
• Molecular Formula: C₁₈H₂₀N₂O
• Molecular Weight: 280.37
• Mol file: 807310-56-1.mol

Synonyms:(+)-N-benzylcytisine

Chemical Property of (+)-N-benzylcytisine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-N-benzylcytisine

There total 20 articles about (+)-N-benzylcytisine 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: 97.0%

(+)-11-benzyl-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-6,12-dione (890936-75-1) → (+)-N-benzylcytisine (807310-56-1)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1002/anie.200504015

Reference yield:

benzyl bromide (100-39-0) + cytisine (55821-72-2) → (+)-N-benzylcytisine (807310-56-1)

Guidance literature:

With potassium hydroxide; In acetone; Reflux;

DOI:10.1016/j.molstruc.2010.10.036

Reference yield:

(5R)-(+)-1-benzyl-5-(bromomethyl)piperidin-2-one (890936-72-8) → (+)-N-benzylcytisine (807310-56-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / K₂CO₃; tetrabutylammonium bromide / toluene; H₂O / 18 h / Heating

2: 94 percent / LiHMDS / tetrahydrofuran / 15 h / 70 °C

3: 79 percent / MnO₂ / CH₂Cl₂ / 18 h / 20 °C

4: 97 percent / BH₃*THF / tetrahydrofuran / 0 - 20 °C

With manganese(IV) oxide; borane-THF; tetrabutylammomium bromide; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1002/anie.200504015

upstream raw materials:

(+)-11-benzyl-7,11-diazatricyclo[7.3.1.0^2,7]trideca-2,4-diene-6,12-dione

(5R)-(+)-1-benzyl-5-(bromomethyl)piperidin-2-one

methyl (3R)-1-benzyl-6-oxopiperidine-3-carboxylate

(3R)-(+)-1-[(1-benzyl-6-oxopiperidin-3-yl)methyl]pyridin-2(1H)-one